diff --git a/codex-rs/Cargo.lock b/codex-rs/Cargo.lock
index bd74d83ad63f..3f27fe10e5c5 100644
--- a/codex-rs/Cargo.lock
+++ b/codex-rs/Cargo.lock
@@ -2334,6 +2334,7 @@ dependencies = [
  "codex-protocol",
  "codex-sandboxing",
  "codex-utils-absolute-path",
+ "globset",
  "landlock",
  "libc",
  "pkg-config",
@@ -2760,6 +2761,7 @@ dependencies = [
  "dunce",
  "libc",
  "pretty_assertions",
+ "regex-lite",
  "serde_json",
  "tempfile",
  "tokio",
diff --git a/codex-rs/config/src/permissions_toml.rs b/codex-rs/config/src/permissions_toml.rs
index fcc3e006b165..cee68d7abba0 100644
--- a/codex-rs/config/src/permissions_toml.rs
+++ b/codex-rs/config/src/permissions_toml.rs
@@ -31,6 +31,10 @@ pub struct PermissionProfileToml {
 
 #[derive(Serialize, Deserialize, Debug, Clone, Default, PartialEq, Eq, JsonSchema)]
 pub struct FilesystemPermissionsToml {
+    /// Optional maximum depth for expanding unreadable glob patterns on
+    /// platforms that snapshot glob matches before sandbox startup.
+    #[schemars(range(min = 1))]
+    pub glob_scan_max_depth: Option<usize>,
     #[serde(flatten)]
     pub entries: BTreeMap<String, FilesystemPermissionToml>,
 }
diff --git a/codex-rs/core/config.schema.json b/codex-rs/core/config.schema.json
index 966555856b90..67d051a69992 100644
--- a/codex-rs/core/config.schema.json
+++ b/codex-rs/core/config.schema.json
@@ -673,6 +673,14 @@
       ]
     },
     "FilesystemPermissionsToml": {
+      "properties": {
+        "glob_scan_max_depth": {
+          "description": "Optional maximum depth for expanding unreadable glob patterns on platforms that snapshot glob matches before sandbox startup.",
+          "format": "uint",
+          "minimum": 1.0,
+          "type": "integer"
+        }
+      },
       "type": "object"
     },
     "ForcedLoginMethod": {
diff --git a/codex-rs/core/src/config/config_tests.rs b/codex-rs/core/src/config/config_tests.rs
index 34002b129a7d..028ec1686ad8 100644
--- a/codex-rs/core/src/config/config_tests.rs
+++ b/codex-rs/core/src/config/config_tests.rs
@@ -428,6 +428,7 @@ allow_upstream_proxy = false
                 "workspace".to_string(),
                 PermissionProfileToml {
                     filesystem: Some(FilesystemPermissionsToml {
+                        glob_scan_max_depth: None,
                         entries: BTreeMap::from([
                             (
                                 ":minimal".to_string(),
@@ -482,6 +483,7 @@ async fn permissions_profiles_network_populates_runtime_network_proxy_spec() ->
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: None,
                             entries: BTreeMap::from([(
                                 ":minimal".to_string(),
                                 FilesystemPermissionToml::Access(FileSystemAccessMode::Read),
@@ -531,6 +533,7 @@ async fn permissions_profiles_network_disabled_by_default_does_not_start_proxy()
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: None,
                             entries: BTreeMap::from([(
                                 ":minimal".to_string(),
                                 FilesystemPermissionToml::Access(FileSystemAccessMode::Read),
@@ -576,6 +579,7 @@ async fn default_permissions_profile_populates_runtime_sandbox_policy() -> std::
                 "workspace".to_string(),
                 PermissionProfileToml {
                     filesystem: Some(FilesystemPermissionsToml {
+                        glob_scan_max_depth: None,
                         entries: BTreeMap::from([
                             (
                                 ":minimal".to_string(),
@@ -671,6 +675,7 @@ async fn project_root_glob_none_compiles_to_filesystem_pattern_entry() -> std::i
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: Some(2),
                             entries: BTreeMap::from([(
                                 ":project_roots".to_string(),
                                 FilesystemPermissionToml::Scoped(BTreeMap::from([
@@ -693,6 +698,13 @@ async fn project_root_glob_none_compiles_to_filesystem_pattern_entry() -> std::i
     )
     .await?;
 
+    assert_eq!(
+        config
+            .permissions
+            .file_system_sandbox_policy
+            .glob_scan_max_depth,
+        Some(2)
+    );
     let expected_pattern = AbsolutePathBuf::resolve_path_against_base("**/*.env", cwd.path())
         .to_string_lossy()
         .into_owned();
@@ -738,6 +750,7 @@ async fn permissions_profiles_require_default_permissions() -> std::io::Result<(
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: None,
                             entries: BTreeMap::from([(
                                 ":minimal".to_string(),
                                 FilesystemPermissionToml::Access(FileSystemAccessMode::Read),
@@ -781,6 +794,7 @@ async fn permissions_profiles_reject_writes_outside_workspace_root() -> std::io:
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: None,
                             entries: BTreeMap::from([(
                                 external_write_path.to_string(),
                                 FilesystemPermissionToml::Access(FileSystemAccessMode::Write),
@@ -824,6 +838,7 @@ async fn permissions_profiles_reject_nested_entries_for_non_project_roots() -> s
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: None,
                             entries: BTreeMap::from([(
                                 ":minimal".to_string(),
                                 FilesystemPermissionToml::Scoped(BTreeMap::from([(
@@ -883,6 +898,7 @@ async fn load_workspace_permission_profile(
 async fn permissions_profiles_allow_unknown_special_paths() -> std::io::Result<()> {
     let config = load_workspace_permission_profile(PermissionProfileToml {
         filesystem: Some(FilesystemPermissionsToml {
+            glob_scan_max_depth: None,
             entries: BTreeMap::from([(
                 ":future_special_path".to_string(),
                 FilesystemPermissionToml::Access(FileSystemAccessMode::Read),
@@ -929,6 +945,7 @@ async fn permissions_profiles_allow_unknown_special_paths_with_nested_entries()
 -> std::io::Result<()> {
     let config = load_workspace_permission_profile(PermissionProfileToml {
         filesystem: Some(FilesystemPermissionsToml {
+            glob_scan_max_depth: None,
             entries: BTreeMap::from([(
                 ":future_special_path".to_string(),
                 FilesystemPermissionToml::Scoped(BTreeMap::from([(
@@ -996,6 +1013,7 @@ async fn permissions_profiles_allow_missing_filesystem_with_warning() -> std::io
 async fn permissions_profiles_allow_empty_filesystem_with_warning() -> std::io::Result<()> {
     let config = load_workspace_permission_profile(PermissionProfileToml {
         filesystem: Some(FilesystemPermissionsToml {
+            glob_scan_max_depth: None,
             entries: BTreeMap::new(),
         }),
         network: None,
@@ -1030,6 +1048,7 @@ async fn permissions_profiles_reject_project_root_parent_traversal() -> std::io:
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: None,
                             entries: BTreeMap::from([(
                                 ":project_roots".to_string(),
                                 FilesystemPermissionToml::Scoped(BTreeMap::from([(
@@ -1075,6 +1094,7 @@ async fn permissions_profiles_allow_network_enablement() -> std::io::Result<()>
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: None,
                             entries: BTreeMap::from([(
                                 ":minimal".to_string(),
                                 FilesystemPermissionToml::Access(FileSystemAccessMode::Read),
diff --git a/codex-rs/core/src/config/permissions.rs b/codex-rs/core/src/config/permissions.rs
index 1609b696d8a4..943c82c0e9f6 100644
--- a/codex-rs/core/src/config/permissions.rs
+++ b/codex-rs/core/src/config/permissions.rs
@@ -66,6 +66,14 @@ pub(crate) fn compile_permission_profile(
                         ),
                     );
                 }
+                for pattern in unbounded_unreadable_globstar_paths(filesystem) {
+                    push_warning(
+                        startup_warnings,
+                        format!(
+                            "Filesystem deny-read glob `{pattern}` uses `**`. Non-macOS sandboxing does not support unbounded `**` natively; set `glob_scan_max_depth` in this filesystem profile to cap Linux glob expansion and silence this warning, or enumerate explicit depths such as `*.env`, `*/*.env`, and `*/*/*.env`."
+                        ),
+                    );
+                }
             }
             for (path, permission) in &filesystem.entries {
                 entries.extend(compile_filesystem_permission(
@@ -82,12 +90,17 @@ pub(crate) fn compile_permission_profile(
             missing_filesystem_entries_warning(profile_name),
         );
     }
+    let glob_scan_max_depth = validate_glob_scan_max_depth(
+        profile
+            .filesystem
+            .as_ref()
+            .and_then(|filesystem| filesystem.glob_scan_max_depth),
+    )?;
 
     let network_sandbox_policy = compile_network_sandbox_policy(profile.network.as_ref());
-    Ok((
-        FileSystemSandboxPolicy::restricted(entries),
-        network_sandbox_policy,
-    ))
+    let mut file_system_sandbox_policy = FileSystemSandboxPolicy::restricted(entries);
+    file_system_sandbox_policy.glob_scan_max_depth = glob_scan_max_depth;
+    Ok((file_system_sandbox_policy, network_sandbox_policy))
 }
 
 /// Returns a list of paths that must be readable by shell tools in order
@@ -333,6 +346,42 @@ fn unsupported_read_write_glob_paths(filesystem: &FilesystemPermissionsToml) ->
     patterns
 }
 
+fn unbounded_unreadable_globstar_paths(filesystem: &FilesystemPermissionsToml) -> Vec<String> {
+    if filesystem.glob_scan_max_depth.is_some() {
+        return Vec::new();
+    }
+
+    let mut patterns = Vec::new();
+    for (path, permission) in &filesystem.entries {
+        match permission {
+            FilesystemPermissionToml::Access(FileSystemAccessMode::None) => {
+                if path.contains("**") {
+                    patterns.push(path.clone());
+                }
+            }
+            FilesystemPermissionToml::Access(_) => {}
+            FilesystemPermissionToml::Scoped(scoped_entries) => {
+                for (subpath, access) in scoped_entries {
+                    if *access == FileSystemAccessMode::None && subpath.contains("**") {
+                        patterns.push(format!("{path}/{subpath}"));
+                    }
+                }
+            }
+        }
+    }
+    patterns
+}
+
+fn validate_glob_scan_max_depth(max_depth: Option<usize>) -> io::Result<Option<usize>> {
+    match max_depth {
+        Some(0) => Err(io::Error::new(
+            io::ErrorKind::InvalidInput,
+            "glob_scan_max_depth must be at least 1",
+        )),
+        _ => Ok(max_depth),
+    }
+}
+
 fn contains_glob_chars(path: &str) -> bool {
     path.chars().any(|ch| matches!(ch, '*' | '?' | '[' | ']'))
 }
diff --git a/codex-rs/core/src/config/permissions_tests.rs b/codex-rs/core/src/config/permissions_tests.rs
index 7116e32e70bd..e22376b21452 100644
--- a/codex-rs/core/src/config/permissions_tests.rs
+++ b/codex-rs/core/src/config/permissions_tests.rs
@@ -55,6 +55,7 @@ async fn restricted_read_implicitly_allows_helper_executables() -> std::io::Resu
                     "workspace".to_string(),
                     PermissionProfileToml {
                         filesystem: Some(FilesystemPermissionsToml {
+                            glob_scan_max_depth: None,
                             entries: BTreeMap::new(),
                         }),
                         network: None,
@@ -226,6 +227,7 @@ fn network_toml_overlays_unix_socket_permissions_by_path() {
 #[test]
 fn read_write_glob_warnings_skip_supported_deny_read_globs_and_trailing_subpaths() {
     let filesystem = FilesystemPermissionsToml {
+        glob_scan_max_depth: None,
         entries: BTreeMap::from([
             (
                 "/tmp/**/*.log".to_string(),
@@ -256,6 +258,47 @@ fn read_write_glob_warnings_skip_supported_deny_read_globs_and_trailing_subpaths
     );
 }
 
+#[test]
+fn unreadable_globstar_warning_is_suppressed_when_scan_depth_is_configured() {
+    let filesystem = FilesystemPermissionsToml {
+        glob_scan_max_depth: None,
+        entries: BTreeMap::from([(
+            ":project_roots".to_string(),
+            FilesystemPermissionToml::Scoped(BTreeMap::from([
+                ("**/*.env".to_string(), FileSystemAccessMode::None),
+                ("*.pem".to_string(), FileSystemAccessMode::None),
+            ])),
+        )]),
+    };
+
+    assert_eq!(
+        unbounded_unreadable_globstar_paths(&filesystem),
+        vec![":project_roots/**/*.env".to_string()]
+    );
+
+    let configured_filesystem = FilesystemPermissionsToml {
+        glob_scan_max_depth: Some(2),
+        ..filesystem
+    };
+    assert_eq!(
+        unbounded_unreadable_globstar_paths(&configured_filesystem),
+        Vec::<String>::new()
+    );
+}
+
+#[test]
+fn glob_scan_max_depth_must_be_positive() {
+    let err = validate_glob_scan_max_depth(Some(0))
+        .expect_err("zero depth would silently skip deny-read glob expansion");
+
+    assert_eq!(err.kind(), std::io::ErrorKind::InvalidInput);
+    assert_eq!(err.to_string(), "glob_scan_max_depth must be at least 1");
+    assert_eq!(
+        validate_glob_scan_max_depth(Some(2)).expect("depth should be valid"),
+        Some(2)
+    );
+}
+
 #[test]
 fn read_write_trailing_glob_suffix_compiles_as_subpath() -> std::io::Result<()> {
     let cwd = TempDir::new()?;
@@ -266,6 +309,7 @@ fn read_write_trailing_glob_suffix_compiles_as_subpath() -> std::io::Result<()>
                 "workspace".to_string(),
                 PermissionProfileToml {
                     filesystem: Some(FilesystemPermissionsToml {
+                        glob_scan_max_depth: None,
                         entries: BTreeMap::from([(
                             ":project_roots".to_string(),
                             FilesystemPermissionToml::Scoped(BTreeMap::from([(
diff --git a/codex-rs/core/src/tools/handlers/unified_exec.rs b/codex-rs/core/src/tools/handlers/unified_exec.rs
index 99c7e4a1955c..f2604a57d6de 100644
--- a/codex-rs/core/src/tools/handlers/unified_exec.rs
+++ b/codex-rs/core/src/tools/handlers/unified_exec.rs
@@ -20,8 +20,10 @@ use crate::tools::registry::ToolHandler;
 use crate::tools::registry::ToolKind;
 use crate::unified_exec::ExecCommandRequest;
 use crate::unified_exec::UnifiedExecContext;
+use crate::unified_exec::UnifiedExecError;
 use crate::unified_exec::UnifiedExecProcessManager;
 use crate::unified_exec::WriteStdinRequest;
+use crate::unified_exec::generate_chunk_id;
 use codex_features::Feature;
 use codex_otel::SessionTelemetry;
 use codex_otel::TOOL_CALL_UNIFIED_EXEC_METRIC;
@@ -30,6 +32,7 @@ use codex_protocol::protocol::EventMsg;
 use codex_protocol::protocol::TerminalInteractionEvent;
 use codex_shell_command::is_safe_command::is_known_safe_command;
 use codex_tools::UnifiedExecShellMode;
+use codex_utils_output_truncation::approx_token_count;
 use serde::Deserialize;
 use std::path::PathBuf;
 use std::sync::Arc;
@@ -309,7 +312,8 @@ impl ToolHandler for UnifiedExecHandler {
                 }
 
                 emit_unified_exec_tty_metric(&turn.session_telemetry, tty);
-                manager
+                let session_command = command.clone();
+                match manager
                     .exec_command(
                         ExecCommandRequest {
                             command,
@@ -330,11 +334,31 @@ impl ToolHandler for UnifiedExecHandler {
                         &context,
                     )
                     .await
-                    .map_err(|err| {
-                        FunctionCallError::RespondToModel(format!(
+                {
+                    Ok(response) => response,
+                    Err(UnifiedExecError::SandboxDenied { output, .. }) => {
+                        let output_text = output.aggregated_output.text;
+                        let original_token_count = approx_token_count(&output_text);
+                        ExecCommandToolOutput {
+                            event_call_id: context.call_id.clone(),
+                            chunk_id: generate_chunk_id(),
+                            wall_time: output.duration,
+                            raw_output: output_text.into_bytes(),
+                            max_output_tokens,
+                            // Sandbox denial is terminal, so there is no live
+                            // process for write_stdin to resume.
+                            process_id: None,
+                            exit_code: Some(output.exit_code),
+                            original_token_count: Some(original_token_count),
+                            session_command: Some(session_command),
+                        }
+                    }
+                    Err(err) => {
+                        return Err(FunctionCallError::RespondToModel(format!(
                             "exec_command failed for `{command_for_display}`: {err:?}"
-                        ))
-                    })?
+                        )));
+                    }
+                }
             }
             "write_stdin" => {
                 let args: WriteStdinArgs = parse_arguments(&arguments)?;
diff --git a/codex-rs/core/src/unified_exec/process_manager.rs b/codex-rs/core/src/unified_exec/process_manager.rs
index aaaa7076f443..9f9189abcc2d 100644
--- a/codex-rs/core/src/unified_exec/process_manager.rs
+++ b/codex-rs/core/src/unified_exec/process_manager.rs
@@ -26,6 +26,7 @@ use crate::tools::orchestrator::ToolOrchestrator;
 use crate::tools::runtimes::unified_exec::UnifiedExecRequest as UnifiedExecToolRequest;
 use crate::tools::runtimes::unified_exec::UnifiedExecRuntime;
 use crate::tools::sandboxing::ToolCtx;
+use crate::tools::sandboxing::ToolError;
 use crate::unified_exec::ExecCommandRequest;
 use crate::unified_exec::MAX_UNIFIED_EXEC_PROCESSES;
 use crate::unified_exec::MAX_YIELD_TIME_MS;
@@ -50,6 +51,8 @@ use crate::unified_exec::process::OutputHandles;
 use crate::unified_exec::process::SpawnLifecycleHandle;
 use crate::unified_exec::process::UnifiedExecProcess;
 use codex_config::types::ShellEnvironmentPolicy;
+use codex_protocol::error::CodexErr;
+use codex_protocol::error::SandboxErr;
 use codex_protocol::protocol::ExecCommandSource;
 use codex_utils_absolute_path::AbsolutePathBuf;
 use codex_utils_output_truncation::approx_token_count;
@@ -778,7 +781,19 @@ impl UnifiedExecProcessManager {
             )
             .await
             .map(|result| (result.output, result.deferred_network_approval))
-            .map_err(|e| UnifiedExecError::create_process(format!("{e:?}")))
+            .map_err(|err| match err {
+                ToolError::Codex(CodexErr::Sandbox(SandboxErr::Denied { output, .. })) => {
+                    let output = *output;
+                    let message = if output.aggregated_output.text.is_empty() {
+                        let exit_code = output.exit_code;
+                        format!("Process exited with code {exit_code}")
+                    } else {
+                        output.aggregated_output.text.clone()
+                    };
+                    UnifiedExecError::sandbox_denied(message, output)
+                }
+                other => UnifiedExecError::create_process(format!("{other:?}")),
+            })
     }
 
     pub(super) async fn collect_output_until_deadline(
diff --git a/codex-rs/core/tests/suite/tools.rs b/codex-rs/core/tests/suite/tools.rs
index bc286ce5ea37..795aa1c847c3 100644
--- a/codex-rs/core/tests/suite/tools.rs
+++ b/codex-rs/core/tests/suite/tools.rs
@@ -9,10 +9,15 @@ use std::time::Instant;
 
 use anyhow::Context;
 use anyhow::Result;
+use codex_config::Constrained;
 use codex_config::types::McpServerConfig;
 use codex_config::types::McpServerTransportConfig;
 use codex_core::sandboxing::SandboxPermissions;
 use codex_features::Feature;
+use codex_protocol::permissions::FileSystemAccessMode;
+use codex_protocol::permissions::FileSystemPath;
+use codex_protocol::permissions::FileSystemSandboxEntry;
+use codex_protocol::permissions::FileSystemSandboxPolicy;
 use codex_protocol::protocol::AskForApproval;
 use codex_protocol::protocol::SandboxPolicy;
 use core_test_support::assert_regex_match;
@@ -26,6 +31,7 @@ use core_test_support::responses::mount_sse_sequence;
 use core_test_support::responses::sse;
 use core_test_support::responses::start_mock_server;
 use core_test_support::skip_if_no_network;
+use core_test_support::skip_if_sandbox;
 use core_test_support::stdio_server_bin;
 use core_test_support::test_codex::test_codex;
 use regex_lite::Regex;
@@ -379,7 +385,7 @@ async fn sandbox_denied_shell_returns_original_output() -> Result<()> {
     ];
     let args = json!({
         "command": command,
-        "timeout_ms": 1_000,
+        "timeout_ms": 5_000,
     });
 
     let responses = vec![
@@ -449,6 +455,109 @@ async fn sandbox_denied_shell_returns_original_output() -> Result<()> {
     Ok(())
 }
 
+#[tokio::test(flavor = "multi_thread", worker_threads = 2)]
+async fn shell_enforces_glob_deny_read_policy() -> Result<()> {
+    skip_if_no_network!(Ok(()));
+    skip_if_sandbox!(Ok(()));
+
+    let server = start_mock_server().await;
+    let read_only_policy = SandboxPolicy::new_read_only_policy();
+    let read_only_policy_for_config = read_only_policy.clone();
+    let mut builder = test_codex()
+        .with_model("gpt-5.1-codex")
+        .with_config(move |config| {
+            config.permissions.sandbox_policy = Constrained::allow_any(read_only_policy_for_config);
+            let mut file_system_sandbox_policy = FileSystemSandboxPolicy::default();
+            file_system_sandbox_policy
+                .entries
+                .push(FileSystemSandboxEntry {
+                    path: FileSystemPath::GlobPattern {
+                        pattern: format!("{}/**/*.env", config.cwd.as_path().display()),
+                    },
+                    access: FileSystemAccessMode::None,
+                });
+            config.permissions.file_system_sandbox_policy = file_system_sandbox_policy;
+        });
+    let fixture = builder.build(&server).await?;
+
+    let fixture_dir = fixture.workspace_path("glob-deny-read");
+    fs::create_dir_all(&fixture_dir).context("create glob deny-read fixture directory")?;
+    let denied_path = fixture_dir.join("secret.env");
+    let allowed_path = fixture_dir.join("notes.txt");
+    let secret = "shell glob deny-read secret";
+    let allowed = "shell glob deny-read allowed";
+    fs::write(&denied_path, format!("{secret}\n")).context("write denied fixture")?;
+    fs::write(&allowed_path, format!("{allowed}\n")).context("write allowed fixture")?;
+
+    let call_id = "shell-glob-deny-read";
+    let command = vec![
+        "/bin/sh".to_string(),
+        "-c".to_string(),
+        "status=0; cat \"$1\" || status=$?; cat \"$2\"; exit \"$status\"".to_string(),
+        "sh".to_string(),
+        denied_path.to_string_lossy().into_owned(),
+        allowed_path.to_string_lossy().into_owned(),
+    ];
+    let args = json!({
+        "command": command,
+        "timeout_ms": 1_000,
+    });
+
+    let responses = vec![
+        sse(vec![
+            ev_response_created("resp-1"),
+            ev_function_call(call_id, "shell", &serde_json::to_string(&args)?),
+            ev_completed("resp-1"),
+        ]),
+        sse(vec![
+            ev_assistant_message("msg-1", "done"),
+            ev_completed("resp-2"),
+        ]),
+    ];
+    let mock = mount_sse_sequence(&server, responses).await;
+
+    fixture
+        .submit_turn_with_policy("read the fixture files", read_only_policy)
+        .await?;
+
+    let output_text = mock
+        .function_call_output_text(call_id)
+        .context("shell output present")?;
+    let exit_code_line = output_text
+        .lines()
+        .next()
+        .context("exit code line present")?;
+    let exit_code = exit_code_line
+        .strip_prefix("Exit code: ")
+        .context("exit code prefix present")?
+        .trim()
+        .parse::<i32>()
+        .context("exit code is integer")?;
+
+    assert_ne!(
+        exit_code, 0,
+        "glob deny-read should surface a non-zero exit code"
+    );
+    assert!(
+        output_text.contains(allowed),
+        "expected allowed file contents in shell output: {output_text}"
+    );
+    assert!(
+        !output_text.contains(secret),
+        "denied file contents leaked into shell output: {output_text}"
+    );
+    let output_lower = output_text.to_lowercase();
+    let has_denial = output_lower.contains("permission denied")
+        || output_lower.contains("operation not permitted")
+        || output_lower.contains("read-only file system");
+    assert!(
+        has_denial,
+        "expected sandbox denial details in shell output: {output_text}"
+    );
+
+    Ok(())
+}
+
 async fn collect_tools(use_unified_exec: bool) -> Result<Vec<String>> {
     let server = start_mock_server().await;
 
diff --git a/codex-rs/core/tests/suite/unified_exec.rs b/codex-rs/core/tests/suite/unified_exec.rs
index b14c93099923..77a15e92c023 100644
--- a/codex-rs/core/tests/suite/unified_exec.rs
+++ b/codex-rs/core/tests/suite/unified_exec.rs
@@ -5,8 +5,13 @@ use std::sync::OnceLock;
 
 use anyhow::Context;
 use anyhow::Result;
+use codex_config::Constrained;
 use codex_exec_server::CreateDirectoryOptions;
 use codex_features::Feature;
+use codex_protocol::permissions::FileSystemAccessMode;
+use codex_protocol::permissions::FileSystemPath;
+use codex_protocol::permissions::FileSystemSandboxEntry;
+use codex_protocol::permissions::FileSystemSandboxPolicy;
 use codex_protocol::protocol::AskForApproval;
 use codex_protocol::protocol::EventMsg;
 use codex_protocol::protocol::ExecCommandSource;
@@ -2341,6 +2346,127 @@ async fn unified_exec_runs_under_sandbox() -> Result<()> {
     Ok(())
 }
 
+#[cfg(unix)]
+#[tokio::test(flavor = "multi_thread", worker_threads = 2)]
+async fn unified_exec_enforces_glob_deny_read_policy() -> Result<()> {
+    skip_if_no_network!(Ok(()));
+    skip_if_sandbox!(Ok(()));
+
+    let server = start_mock_server().await;
+    let read_only_policy = SandboxPolicy::new_read_only_policy();
+    let read_only_policy_for_config = read_only_policy.clone();
+    let mut builder = test_codex().with_config(move |config| {
+        config
+            .features
+            .enable(Feature::UnifiedExec)
+            .expect("test config should allow feature update");
+        config.permissions.sandbox_policy = Constrained::allow_any(read_only_policy_for_config);
+        let mut file_system_sandbox_policy = FileSystemSandboxPolicy::default();
+        file_system_sandbox_policy
+            .entries
+            .push(FileSystemSandboxEntry {
+                path: FileSystemPath::GlobPattern {
+                    pattern: format!("{}/**/*.env", config.cwd.as_path().display()),
+                },
+                access: FileSystemAccessMode::None,
+            });
+        config.permissions.file_system_sandbox_policy = file_system_sandbox_policy;
+    });
+    let TestCodex {
+        codex,
+        cwd,
+        session_configured,
+        ..
+    } = builder.build(&server).await?;
+
+    let fixture_dir = cwd.path().join("glob-deny-read");
+    fs::create_dir_all(&fixture_dir).context("create glob deny-read fixture directory")?;
+    let denied_path = fixture_dir.join("secret.env");
+    let allowed_path = fixture_dir.join("notes.txt");
+    let secret = "unified exec glob deny-read secret";
+    let allowed = "unified exec glob deny-read allowed";
+    fs::write(&denied_path, format!("{secret}\n")).context("write denied fixture")?;
+    fs::write(&allowed_path, format!("{allowed}\n")).context("write allowed fixture")?;
+
+    let call_id = "uexec-glob-deny-read";
+    let cmd = format!(
+        "read_status=0; cat {denied_path:?} || read_status=$?; cat {allowed_path:?}; exit $read_status"
+    );
+    let args = serde_json::json!({
+        "cmd": cmd,
+        "yield_time_ms": 5_000,
+    });
+
+    let responses = vec![
+        sse(vec![
+            ev_response_created("resp-1"),
+            ev_function_call(call_id, "exec_command", &serde_json::to_string(&args)?),
+            ev_completed("resp-1"),
+        ]),
+        sse(vec![
+            ev_assistant_message("msg-1", "done"),
+            ev_completed("resp-2"),
+        ]),
+    ];
+    let request_log = mount_sse_sequence(&server, responses).await;
+
+    let session_model = session_configured.model.clone();
+    codex
+        .submit(Op::UserTurn {
+            items: vec![UserInput::Text {
+                text: "read the fixture files".into(),
+                text_elements: Vec::new(),
+            }],
+            final_output_json_schema: None,
+            cwd: cwd.path().to_path_buf(),
+            approval_policy: AskForApproval::Never,
+            approvals_reviewer: None,
+            sandbox_policy: read_only_policy,
+            model: session_model,
+            effort: None,
+            summary: None,
+            service_tier: None,
+            collaboration_mode: None,
+            personality: None,
+        })
+        .await?;
+
+    wait_for_event(&codex, |event| matches!(event, EventMsg::TurnComplete(_))).await;
+
+    let requests = request_log.requests();
+    assert!(!requests.is_empty(), "expected at least one POST request");
+    let bodies = requests
+        .into_iter()
+        .map(|request| request.body_json())
+        .collect::<Vec<_>>();
+
+    let outputs = collect_tool_outputs(&bodies)?;
+    let output = outputs.get(call_id).expect("missing output");
+
+    assert!(
+        output.exit_code.is_some_and(|code| code != 0),
+        "glob deny-read should surface a non-zero exit code: {output:?}"
+    );
+    assert!(
+        output.output.contains(allowed),
+        "expected allowed file contents in unified exec output: {output:?}"
+    );
+    assert!(
+        !output.output.contains(secret),
+        "denied file contents leaked into unified exec output: {output:?}"
+    );
+    let output_lower = output.output.to_lowercase();
+    let has_denial = output_lower.contains("permission denied")
+        || output_lower.contains("operation not permitted")
+        || output_lower.contains("read-only file system");
+    assert!(
+        has_denial,
+        "expected sandbox denial details in unified exec output: {output:?}"
+    );
+
+    Ok(())
+}
+
 #[cfg(target_os = "macos")]
 #[tokio::test(flavor = "multi_thread", worker_threads = 2)]
 async fn unified_exec_python_prompt_under_seatbelt() -> Result<()> {
diff --git a/codex-rs/linux-sandbox/Cargo.toml b/codex-rs/linux-sandbox/Cargo.toml
index 751d6d5d17bc..c624251e63a7 100644
--- a/codex-rs/linux-sandbox/Cargo.toml
+++ b/codex-rs/linux-sandbox/Cargo.toml
@@ -20,6 +20,7 @@ clap = { workspace = true, features = ["derive"] }
 codex-protocol = { workspace = true }
 codex-sandboxing = { workspace = true }
 codex-utils-absolute-path = { workspace = true }
+globset = { workspace = true }
 landlock = { workspace = true }
 libc = { workspace = true }
 seccompiler = { workspace = true }
diff --git a/codex-rs/linux-sandbox/README.md b/codex-rs/linux-sandbox/README.md
index 3a004934b2b9..5745f4816ca3 100644
--- a/codex-rs/linux-sandbox/README.md
+++ b/codex-rs/linux-sandbox/README.md
@@ -7,7 +7,7 @@ This crate is responsible for producing:
   - the `codex-exec` CLI can check if its arg0 is `codex-linux-sandbox` and, if so, execute as if it were `codex-linux-sandbox`
   - this should also be true of the `codex` multitool CLI
 
-On Linux, the bubblewrap pipeline prefers the first `bwrap` found on `PATH`
+On Linux, Codex prefers the first `bwrap` found on `PATH`
 outside the current working directory whenever it is available. If `bwrap` is
 present but too old to support
 `--argv0`, the helper keeps using system bubblewrap and switches to a
@@ -23,7 +23,7 @@ commands that would enter the bubblewrap path.
 
 **Current Behavior**
 - Legacy `SandboxPolicy` / `sandbox_mode` configs remain supported.
-- Bubblewrap is the default filesystem sandbox pipeline.
+- Bubblewrap is the default filesystem sandbox.
 - If `bwrap` is present on `PATH` outside the current working directory, the
   helper uses it.
 - If `bwrap` is present but too old to support `--argv0`, the helper uses a
@@ -46,32 +46,51 @@ commands that would enter the bubblewrap path.
 - Split-only filesystem policies that do not round-trip through the legacy
   `SandboxPolicy` model stay on bubblewrap so nested read-only or denied
   carveouts are preserved.
-- When the default bubblewrap pipeline is active, the helper applies `PR_SET_NO_NEW_PRIVS` and a
+- When bubblewrap is active, the helper applies `PR_SET_NO_NEW_PRIVS` and a
   seccomp network filter in-process.
-- When the default bubblewrap pipeline is active, the filesystem is read-only by default via `--ro-bind / /`.
-- When the default bubblewrap pipeline is active, writable roots are layered with `--bind <root> <root>`.
-- When the default bubblewrap pipeline is active, protected subpaths under writable roots (for
+- When bubblewrap is active, the filesystem is read-only by default via `--ro-bind / /`.
+- When bubblewrap is active, writable roots are layered with `--bind <root> <root>`.
+- When bubblewrap is active, protected subpaths under writable roots (for
   example `.git`,
   resolved `gitdir:`, and `.codex`) are re-applied as read-only via `--ro-bind`.
-- When the default bubblewrap pipeline is active, overlapping split-policy
+- When bubblewrap is active, overlapping split-policy
   entries are applied in path-specificity order so narrower writable children
   can reopen broader read-only or denied parents while narrower denied subpaths
   still win. For example, `/repo = write`, `/repo/a = none`, `/repo/a/b = write`
   keeps `/repo` writable, denies `/repo/a`, and reopens `/repo/a/b` as
   writable again.
-- When the default bubblewrap pipeline is active, symlink-in-path and non-existent protected paths inside
+- When bubblewrap is active, unreadable glob entries are expanded before
+  launching the sandbox and matching files are masked in bubblewrap:
+
+  ```text
+  Prefer:   rg --files --hidden --no-ignore --glob <pattern> -- <search-root>
+  Fallback: internal globset walker when rg is not installed
+  Failure:  any other rg failure aborts sandbox construction
+  ```
+
+  Users can cap the scan depth per permissions profile:
+
+  ```toml
+  [permissions.workspace.filesystem]
+  glob_scan_max_depth = 2
+
+  [permissions.workspace.filesystem.":project_roots"]
+  "**/*.env" = "none"
+  ```
+
+- When bubblewrap is active, symlink-in-path and non-existent protected paths inside
   writable roots are blocked by mounting `/dev/null` on the symlink or first
   missing component.
-- When the default bubblewrap pipeline is active, the helper explicitly isolates the user namespace via
+- When bubblewrap is active, the helper explicitly isolates the user namespace via
   `--unshare-user` and the PID namespace via `--unshare-pid`.
-- When the default bubblewrap pipeline is active and network is restricted without proxy routing, the helper also
+- When bubblewrap is active and network is restricted without proxy routing, the helper also
   isolates the network namespace via `--unshare-net`.
 - In managed proxy mode, the helper uses `--unshare-net` plus an internal
   TCP->UDS->TCP routing bridge so tool traffic reaches only configured proxy
   endpoints.
 - In managed proxy mode, after the bridge is live, seccomp blocks new
   AF_UNIX/socketpair creation for the user command.
-- When the default bubblewrap pipeline is active, it mounts a fresh `/proc` via `--proc /proc` by default, but
+- When bubblewrap is active, it mounts a fresh `/proc` via `--proc /proc` by default, but
   you can skip this in restrictive container environments with `--no-proc`.
 
 **Notes**
diff --git a/codex-rs/linux-sandbox/src/bwrap.rs b/codex-rs/linux-sandbox/src/bwrap.rs
index 91d66210291b..64d1342bef1c 100644
--- a/codex-rs/linux-sandbox/src/bwrap.rs
+++ b/codex-rs/linux-sandbox/src/bwrap.rs
@@ -9,17 +9,27 @@
 //! The overall Linux sandbox is composed of:
 //! - seccomp + `PR_SET_NO_NEW_PRIVS` applied in-process, and
 //! - bubblewrap used to construct the filesystem view before exec.
+use std::collections::BTreeMap;
 use std::collections::BTreeSet;
 use std::collections::HashSet;
+use std::ffi::OsString;
 use std::fs;
 use std::fs::File;
+use std::io;
 use std::os::fd::AsRawFd;
+use std::os::unix::ffi::OsStringExt;
 use std::path::Path;
 use std::path::PathBuf;
+use std::process::Command;
 
+use codex_protocol::error::CodexErr;
 use codex_protocol::error::Result;
 use codex_protocol::protocol::FileSystemSandboxPolicy;
+use codex_protocol::protocol::WritableRoot;
 use codex_utils_absolute_path::AbsolutePathBuf;
+use globset::GlobBuilder;
+use globset::GlobSet;
+use globset::GlobSetBuilder;
 
 /// Linux "platform defaults" that keep common system binaries and dynamic
 /// libraries readable when `ReadOnlyAccess::Restricted` requests them.
@@ -37,6 +47,8 @@ const LINUX_PLATFORM_DEFAULT_READ_ROOTS: &[&str] = &[
     "/run/current-system/sw",
 ];
 
+const MAX_UNREADABLE_GLOB_MATCHES: usize = 8192;
+
 /// Options that control how bubblewrap is invoked.
 #[derive(Debug, Clone, Copy, PartialEq, Eq)]
 pub(crate) struct BwrapOptions {
@@ -47,6 +59,11 @@ pub(crate) struct BwrapOptions {
     pub mount_proc: bool,
     /// How networking should be configured inside the bubblewrap sandbox.
     pub network_mode: BwrapNetworkMode,
+    /// Optional maximum depth for expanding unreadable glob patterns with ripgrep.
+    ///
+    /// Keep this uncapped by default so existing nested deny-read matches are
+    /// masked before the sandboxed command starts.
+    pub glob_scan_max_depth: Option<usize>,
 }
 
 impl Default for BwrapOptions {
@@ -54,6 +71,7 @@ impl Default for BwrapOptions {
         Self {
             mount_proc: true,
             network_mode: BwrapNetworkMode::FullAccess,
+            glob_scan_max_depth: None,
         }
     }
 }
@@ -99,7 +117,11 @@ pub(crate) fn create_bwrap_command_args(
     command_cwd: &Path,
     options: BwrapOptions,
 ) -> Result<BwrapArgs> {
-    if file_system_sandbox_policy.has_full_disk_write_access() {
+    let unreadable_globs =
+        file_system_sandbox_policy.get_unreadable_globs_with_cwd(sandbox_policy_cwd);
+    // Full disk write normally skips bwrap, but unreadable glob patterns still
+    // need concrete bwrap masks for the matches expanded below.
+    if file_system_sandbox_policy.has_full_disk_write_access() && unreadable_globs.is_empty() {
         return if options.network_mode == BwrapNetworkMode::FullAccess {
             Ok(BwrapArgs {
                 args: command,
@@ -157,7 +179,13 @@ fn create_bwrap_flags(
     let BwrapArgs {
         args: filesystem_args,
         preserved_files,
-    } = create_filesystem_args(file_system_sandbox_policy, sandbox_policy_cwd)?;
+    } = create_filesystem_args(
+        file_system_sandbox_policy,
+        sandbox_policy_cwd,
+        options
+            .glob_scan_max_depth
+            .or(file_system_sandbox_policy.glob_scan_max_depth),
+    )?;
     let normalized_command_cwd = normalize_command_cwd_for_bwrap(command_cwd);
     let mut args = Vec::new();
     args.push("--new-session".to_string());
@@ -210,16 +238,41 @@ fn create_bwrap_flags(
 fn create_filesystem_args(
     file_system_sandbox_policy: &FileSystemSandboxPolicy,
     cwd: &Path,
+    glob_scan_max_depth: Option<usize>,
 ) -> Result<BwrapArgs> {
+    let unreadable_globs = file_system_sandbox_policy.get_unreadable_globs_with_cwd(cwd);
     // Bubblewrap requires bind mount targets to exist. Skip missing writable
     // roots so mixed-platform configs can keep harmless paths for other
     // environments without breaking Linux command startup.
-    let writable_roots = file_system_sandbox_policy
+    let mut writable_roots = file_system_sandbox_policy
         .get_writable_roots_with_cwd(cwd)
         .into_iter()
         .filter(|writable_root| writable_root.root.as_path().exists())
         .collect::<Vec<_>>();
-    let unreadable_roots = file_system_sandbox_policy.get_unreadable_roots_with_cwd(cwd);
+    if writable_roots.is_empty()
+        && file_system_sandbox_policy.has_full_disk_write_access()
+        && !unreadable_globs.is_empty()
+    {
+        writable_roots.push(WritableRoot {
+            root: AbsolutePathBuf::from_absolute_path("/")?,
+            read_only_subpaths: Vec::new(),
+        });
+    }
+    let mut unreadable_roots = file_system_sandbox_policy
+        .get_unreadable_roots_with_cwd(cwd)
+        .into_iter()
+        .map(AbsolutePathBuf::into_path_buf)
+        .collect::<Vec<_>>();
+    // Bubblewrap can only mask concrete paths. Expand unreadable glob patterns
+    // to the existing matches we can see before constructing the mount overlay;
+    // core tool helpers still evaluate the original patterns directly at read time.
+    unreadable_roots.extend(
+        expand_unreadable_globs_with_ripgrep(&unreadable_globs, cwd, glob_scan_max_depth)?
+            .into_iter()
+            .map(AbsolutePathBuf::into_path_buf),
+    );
+    unreadable_roots.sort();
+    unreadable_roots.dedup();
 
     let mut args = if file_system_sandbox_policy.has_full_disk_read_access() {
         // Read-only root, then mount a minimal device tree.
@@ -303,10 +356,7 @@ fn create_filesystem_args(
             allowed_write_paths.push(target);
         }
     }
-    let unreadable_paths: HashSet<PathBuf> = unreadable_roots
-        .iter()
-        .map(|path| path.as_path().to_path_buf())
-        .collect();
+    let unreadable_paths: HashSet<PathBuf> = unreadable_roots.iter().cloned().collect();
     let mut sorted_writable_roots = writable_roots;
     sorted_writable_roots.sort_by_key(|writable_root| path_depth(writable_root.root.as_path()));
     // Mask only the unreadable ancestors that sit outside every writable root.
@@ -323,7 +373,7 @@ fn create_filesystem_args(
                     .iter()
                     .any(|root| root.starts_with(unreadable_root))
         })
-        .map(|path| path.as_path().to_path_buf())
+        .cloned()
         .collect();
     unreadable_ancestors_of_writable_roots.sort_by_key(|path| path_depth(path));
 
@@ -343,7 +393,7 @@ fn create_filesystem_args(
         // target parents before binding the narrower writable descendant.
         if let Some(masking_root) = unreadable_roots
             .iter()
-            .map(AbsolutePathBuf::as_path)
+            .map(PathBuf::as_path)
             .filter(|unreadable_root| root.starts_with(unreadable_root))
             .max_by_key(|unreadable_root| path_depth(unreadable_root))
         {
@@ -366,12 +416,12 @@ fn create_filesystem_args(
         }
         read_only_subpaths.sort_by_key(|path| path_depth(path));
         for subpath in read_only_subpaths {
-            append_read_only_subpath_args(&mut args, &subpath, &allowed_write_paths);
+            append_read_only_subpath_args(&mut args, &subpath, &allowed_write_paths)?;
         }
         let mut nested_unreadable_roots: Vec<PathBuf> = unreadable_roots
             .iter()
-            .filter(|path| path.as_path().starts_with(root))
-            .map(|path| path.as_path().to_path_buf())
+            .filter(|path| path.starts_with(root))
+            .cloned()
             .collect();
         if let Some(target) = &symlink_target {
             nested_unreadable_roots =
@@ -396,7 +446,7 @@ fn create_filesystem_args(
                 .iter()
                 .any(|root| unreadable_root.starts_with(root) || root.starts_with(unreadable_root))
         })
-        .map(|path| path.as_path().to_path_buf())
+        .cloned()
         .collect();
     rootless_unreadable_roots.sort_by_key(|path| path_depth(path));
     for unreadable_root in rootless_unreadable_roots {
@@ -414,6 +464,244 @@ fn create_filesystem_args(
     })
 }
 
+fn expand_unreadable_globs_with_ripgrep(
+    patterns: &[String],
+    cwd: &Path,
+    max_depth: Option<usize>,
+) -> Result<Vec<AbsolutePathBuf>> {
+    if patterns.is_empty() || max_depth == Some(0) {
+        return Ok(Vec::new());
+    }
+
+    // Group each pattern by the static path prefix before its first glob
+    // metacharacter. That keeps scans narrow, avoids searching from `/`, and
+    // lets one `rg --files` call handle all patterns under the same root.
+    let mut patterns_by_search_root: BTreeMap<AbsolutePathBuf, Vec<String>> = BTreeMap::new();
+    for pattern in patterns {
+        if let Some((search_root, glob)) = split_pattern_for_ripgrep(pattern, cwd)
+            && search_root.as_path().is_dir()
+        {
+            patterns_by_search_root
+                .entry(search_root)
+                .or_default()
+                .push(glob);
+        }
+    }
+
+    // Record both the logical match and any canonical symlink target. The bwrap
+    // overlay needs the resolved target to prevent a readable symlink path from
+    // bypassing an unreadable glob match.
+    let mut expanded_paths = BTreeSet::new();
+    for (search_root, globs) in patterns_by_search_root {
+        for path in ripgrep_files(search_root.as_path(), &globs, max_depth)? {
+            if let Some(target) = canonical_target_if_symlinked_path(path.as_path()) {
+                expanded_paths.insert(AbsolutePathBuf::from_absolute_path_checked(target)?);
+            }
+            expanded_paths.insert(path);
+            if expanded_paths.len() > MAX_UNREADABLE_GLOB_MATCHES {
+                return Err(CodexErr::Fatal(format!(
+                    "unreadable glob expansion for {} matched more than {MAX_UNREADABLE_GLOB_MATCHES} paths",
+                    search_root.display()
+                )));
+            }
+        }
+    }
+
+    Ok(expanded_paths.into_iter().collect())
+}
+
+fn split_pattern_for_ripgrep(pattern: &str, cwd: &Path) -> Option<(AbsolutePathBuf, String)> {
+    // Resolve relative patterns once, then split at the first glob
+    // metacharacter. The prefix becomes the search root and the suffix stays as
+    // the ripgrep glob. Root-level glob scans are intentionally skipped because
+    // they are too broad for startup-time sandbox construction.
+    let absolute_pattern = AbsolutePathBuf::resolve_path_against_base(pattern, cwd);
+    let pattern = absolute_pattern.to_string_lossy();
+    let first_glob_index = pattern
+        .char_indices()
+        .find_map(|(index, ch)| matches!(ch, '*' | '?' | '[' | ']').then_some(index))?;
+    let static_prefix = &pattern[..first_glob_index];
+    if static_prefix.is_empty() || static_prefix == "/" {
+        return None;
+    }
+    let search_root_end = if static_prefix.ends_with('/') {
+        static_prefix.len() - 1
+    } else {
+        static_prefix.rfind('/').unwrap_or(0)
+    };
+    let search_root = if search_root_end == 0 {
+        PathBuf::from("/")
+    } else {
+        PathBuf::from(&pattern[..search_root_end])
+    };
+    let search_root = AbsolutePathBuf::from_absolute_path_checked(search_root).ok()?;
+    let glob = escape_unclosed_glob_classes(&pattern[search_root_end + 1..]);
+    (!glob.is_empty()).then_some((search_root, glob))
+}
+
+fn escape_unclosed_glob_classes(glob: &str) -> String {
+    // The filesystem policy accepts an unclosed `[` as a literal. Ripgrep treats
+    // that as invalid glob syntax, so escape only the unclosed class opener.
+    let mut escaped = String::with_capacity(glob.len());
+    let mut chars = glob.chars();
+
+    while let Some(ch) = chars.next() {
+        if ch != '[' {
+            escaped.push(ch);
+            continue;
+        }
+
+        let mut class = String::new();
+        let mut closed = false;
+        for class_ch in chars.by_ref() {
+            if class_ch == ']' {
+                closed = true;
+                break;
+            }
+            class.push(class_ch);
+        }
+
+        if closed {
+            escaped.push('[');
+            escaped.push_str(&class);
+            escaped.push(']');
+        } else {
+            escaped.push_str(r"\[");
+            escaped.push_str(&class);
+        }
+    }
+
+    escaped
+}
+
+fn ripgrep_files(
+    search_root: &Path,
+    globs: &[String],
+    max_depth: Option<usize>,
+) -> Result<Vec<AbsolutePathBuf>> {
+    // Use `rg --files` rather than shell expansion so dotfiles and ignored files
+    // are still considered. A status 1 with no stderr is ripgrep's "no matches"
+    // case, not a sandbox construction error.
+    let mut command = Command::new("rg");
+    command
+        .arg("--files")
+        .arg("--hidden")
+        .arg("--no-ignore")
+        .arg("--null");
+    if let Some(max_depth) = max_depth {
+        command.arg("--max-depth").arg(max_depth.to_string());
+    }
+    for glob in globs {
+        command.arg("--glob").arg(glob);
+    }
+    command.arg("--").arg(search_root);
+
+    /*
+     * Prefer ripgrep for unreadable glob expansion because it is fast and
+     * already implements the file-walking semantics we want here: include
+     * dotfiles, ignore ignore files, and do not recurse through symlinked
+     * directories. If `rg` is not installed in the runtime environment, fall
+     * back to the internal globset walker so sandbox construction still masks
+     * matching paths. Other ripgrep failures stay fatal so deny-read does not
+     * silently weaken.
+     */
+    let output = match command.output() {
+        Ok(output) => output,
+        Err(err) if err.kind() == io::ErrorKind::NotFound => {
+            return glob_files(search_root, globs, max_depth);
+        }
+        Err(err) => return Err(err.into()),
+    };
+    if !output.status.success() {
+        if output.status.code() == Some(1) && output.stderr.is_empty() {
+            return Ok(Vec::new());
+        }
+
+        let stderr = String::from_utf8_lossy(&output.stderr);
+        return Err(CodexErr::Fatal(format!(
+            "ripgrep unreadable glob scan failed for {}: {stderr}",
+            search_root.display()
+        )));
+    }
+
+    let paths = output
+        .stdout
+        .split(|byte| *byte == b'\0')
+        .filter(|path| !path.is_empty())
+        .map(|path| {
+            let path = PathBuf::from(OsString::from_vec(path.to_vec()));
+            if path.is_absolute() {
+                path
+            } else {
+                search_root.join(path)
+            }
+        })
+        .map(AbsolutePathBuf::from_absolute_path_checked)
+        .collect::<io::Result<Vec<_>>>()?;
+    Ok(paths)
+}
+
+fn glob_files(
+    search_root: &Path,
+    globs: &[String],
+    max_depth: Option<usize>,
+) -> Result<Vec<AbsolutePathBuf>> {
+    let mut builder = GlobSetBuilder::new();
+    for glob in globs {
+        let glob = GlobBuilder::new(glob)
+            .literal_separator(true)
+            .allow_unclosed_class(true)
+            .build()
+            .map_err(|err| {
+                CodexErr::Fatal(format!(
+                    "unreadable glob pattern is invalid for {}: {err}",
+                    search_root.display()
+                ))
+            })?;
+        builder.add(glob);
+    }
+    let glob_set = builder.build().map_err(|err| {
+        CodexErr::Fatal(format!(
+            "unreadable glob matcher failed for {}: {err}",
+            search_root.display()
+        ))
+    })?;
+
+    let mut paths = Vec::new();
+    collect_glob_files(search_root, search_root, &glob_set, max_depth, &mut paths)?;
+    Ok(paths)
+}
+
+fn collect_glob_files(
+    search_root: &Path,
+    dir: &Path,
+    glob_set: &GlobSet,
+    remaining_depth: Option<usize>,
+    paths: &mut Vec<AbsolutePathBuf>,
+) -> Result<()> {
+    for entry in fs::read_dir(dir)? {
+        let entry = entry?;
+        let path = entry.path();
+        let file_type = entry.file_type()?;
+        let relative = path.strip_prefix(search_root).unwrap_or(path.as_path());
+
+        if (file_type.is_file() || file_type.is_symlink()) && glob_set.is_match(relative) {
+            paths.push(AbsolutePathBuf::from_absolute_path_checked(&path)?);
+        }
+
+        if !file_type.is_dir() {
+            continue;
+        }
+        let remaining_depth = match remaining_depth {
+            Some(0 | 1) => continue,
+            Some(depth) => Some(depth - 1),
+            None => None,
+        };
+        collect_glob_files(search_root, &path, glob_set, remaining_depth, paths)?;
+    }
+    Ok(())
+}
+
 fn path_to_string(path: &Path) -> String {
     path.to_string_lossy().to_string()
 }
@@ -423,6 +711,9 @@ fn path_depth(path: &Path) -> usize {
 }
 
 fn canonical_target_if_symlinked_path(path: &Path) -> Option<PathBuf> {
+    // Return the fully resolved target only when some path component is a
+    // symlink. Callers use this to bind/mask the real filesystem location while
+    // leaving ordinary paths in their logical form.
     let mut current = PathBuf::new();
     for component in path.components() {
         use std::path::Component;
@@ -498,17 +789,19 @@ fn append_read_only_subpath_args(
     args: &mut Vec<String>,
     subpath: &Path,
     allowed_write_paths: &[PathBuf],
-) {
-    if let Some(target) = canonical_target_for_symlink_in_path(subpath, allowed_write_paths) {
-        // bwrap takes `--ro-bind <source> <destination>`. Use the resolved target
-        // for both operands so a protected symlinked directory is remounted
-        // read-only in place instead of binding onto the symlink path itself.
-        let mount_source = path_to_string(&target);
-        let mount_destination = path_to_string(&target);
-        args.push("--ro-bind".to_string());
-        args.push(mount_source);
-        args.push(mount_destination);
-        return;
+) -> Result<()> {
+    if let Some(symlink) = first_writable_symlink_component_in_path(subpath, allowed_write_paths) {
+        /*
+         * A read-only carveout under a writable symlink cannot be made reliable
+         * with bwrap path arguments. Binding the symlink's current target would
+         * only protect a startup-time snapshot; the sandboxed process could
+         * replace the writable symlink before it reads through the logical path.
+         */
+        return Err(CodexErr::Fatal(format!(
+            "cannot enforce sandbox read-only path {} because it crosses writable symlink {}",
+            subpath.display(),
+            symlink.display()
+        )));
     }
 
     if !subpath.exists() {
@@ -519,7 +812,7 @@ fn append_read_only_subpath_args(
             args.push("/dev/null".to_string());
             args.push(path_to_string(&first_missing_component));
         }
-        return;
+        return Ok(());
     }
 
     if is_within_allowed_write_paths(subpath, allowed_write_paths) {
@@ -527,6 +820,7 @@ fn append_read_only_subpath_args(
         args.push(path_to_string(subpath));
         args.push(path_to_string(subpath));
     }
+    Ok(())
 }
 
 fn append_unreadable_root_args(
@@ -535,16 +829,21 @@ fn append_unreadable_root_args(
     unreadable_root: &Path,
     allowed_write_paths: &[PathBuf],
 ) -> Result<()> {
-    if let Some(target) = canonical_target_for_symlink_in_path(unreadable_root, allowed_write_paths)
+    if let Some(symlink) =
+        first_writable_symlink_component_in_path(unreadable_root, allowed_write_paths)
     {
-        // Apply unreadable handling to the resolved symlink target, not the
-        // logical symlink path, to avoid file-vs-directory bind mismatches.
-        return append_existing_unreadable_path_args(
-            args,
-            preserved_files,
-            &target,
-            allowed_write_paths,
-        );
+        /*
+         * Deny-read masks must fail closed when the protected path crosses a
+         * symlink that remains writable to the sandboxed process. Resolving and
+         * masking the symlink's current target is a TOCTTOU snapshot: bwrap would
+         * protect the old target while the logical path could later point
+         * somewhere else.
+         */
+        return Err(CodexErr::Fatal(format!(
+            "cannot enforce sandbox deny-read path {} because it crosses writable symlink {}",
+            unreadable_root.display(),
+            symlink.display()
+        )));
     }
 
     if !unreadable_root.exists() {
@@ -621,10 +920,16 @@ fn is_within_allowed_write_paths(path: &Path, allowed_write_paths: &[PathBuf]) -
         .any(|root| path.starts_with(root))
 }
 
-fn canonical_target_for_symlink_in_path(
+fn first_writable_symlink_component_in_path(
     target_path: &Path,
     allowed_write_paths: &[PathBuf],
 ) -> Option<PathBuf> {
+    /*
+     * Walk the logical path and report the first symlink component that lives
+     * under a writable root. These symlinks are mutable from inside the sandbox,
+     * so any mount or mask based on their resolved target would be racing a path
+     * the sandboxed process can change.
+     */
     let mut current = PathBuf::new();
 
     for component in target_path.components() {
@@ -651,7 +956,7 @@ fn canonical_target_for_symlink_in_path(
         if metadata.file_type().is_symlink()
             && is_within_allowed_write_paths(&current, allowed_write_paths)
         {
-            return fs::canonicalize(&current).ok();
+            return Some(current);
         }
     }
 
@@ -703,6 +1008,26 @@ mod tests {
     use pretty_assertions::assert_eq;
     use tempfile::TempDir;
 
+    const NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH: Option<usize> = None;
+
+    #[test]
+    fn default_unreadable_glob_scan_has_no_depth_cap() {
+        assert_eq!(BwrapOptions::default().glob_scan_max_depth, None);
+    }
+
+    fn unreadable_glob_entry(pattern: String) -> FileSystemSandboxEntry {
+        FileSystemSandboxEntry {
+            path: FileSystemPath::GlobPattern { pattern },
+            access: FileSystemAccessMode::None,
+        }
+    }
+
+    fn default_policy_with_unreadable_glob(pattern: String) -> FileSystemSandboxPolicy {
+        let mut policy = FileSystemSandboxPolicy::default();
+        policy.entries.push(unreadable_glob_entry(pattern));
+        policy
+    }
+
     #[test]
     fn full_disk_write_full_network_returns_unwrapped_command() {
         let command = vec!["/bin/true".to_string()];
@@ -714,6 +1039,7 @@ mod tests {
             BwrapOptions {
                 mount_proc: true,
                 network_mode: BwrapNetworkMode::FullAccess,
+                ..Default::default()
             },
         )
         .expect("create bwrap args");
@@ -732,6 +1058,7 @@ mod tests {
             BwrapOptions {
                 mount_proc: true,
                 network_mode: BwrapNetworkMode::ProxyOnly,
+                ..Default::default()
             },
         )
         .expect("create bwrap args");
@@ -755,6 +1082,42 @@ mod tests {
         );
     }
 
+    #[test]
+    fn full_disk_write_with_unreadable_glob_still_wraps_and_masks_match() {
+        if !ripgrep_available() {
+            return;
+        }
+
+        let temp_dir = TempDir::new().expect("temp dir");
+        let root_env = temp_dir.path().join(".env");
+        std::fs::write(&root_env, "secret").expect("write env");
+        let policy = FileSystemSandboxPolicy::restricted(vec![
+            FileSystemSandboxEntry {
+                path: FileSystemPath::Special {
+                    value: FileSystemSpecialPath::Root,
+                },
+                access: FileSystemAccessMode::Write,
+            },
+            unreadable_glob_entry(format!("{}/**/*.env", temp_dir.path().display())),
+        ]);
+        let command = vec!["/bin/true".to_string()];
+
+        let args = create_bwrap_command_args(
+            command.clone(),
+            &policy,
+            temp_dir.path(),
+            temp_dir.path(),
+            BwrapOptions::default(),
+        )
+        .expect("create bwrap args");
+
+        assert_ne!(
+            args.args, command,
+            "full-write policy with unreadable globs must still use bwrap"
+        );
+        assert_file_masked(&args.args, &root_env);
+    }
+
     #[cfg(unix)]
     #[test]
     fn restricted_policy_chdirs_to_canonical_command_cwd() {
@@ -859,7 +1222,9 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
 
         assert!(args.args.windows(3).any(|window| {
             window == ["--bind", real_root_str.as_str(), real_root_str.as_str()]
@@ -902,7 +1267,9 @@ mod tests {
             access: FileSystemAccessMode::Write,
         }]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
 
         assert!(args.args.windows(3).any(|window| {
             window
@@ -924,7 +1291,7 @@ mod tests {
 
     #[cfg(unix)]
     #[test]
-    fn protected_symlinked_directory_subpaths_bind_target_read_only() {
+    fn protected_symlinked_directory_subpaths_fail_closed() {
         let temp_dir = TempDir::new().expect("temp dir");
         let root = temp_dir.path().join("root");
         let agents_target = root.join("agents-target");
@@ -934,28 +1301,26 @@ mod tests {
 
         let root = AbsolutePathBuf::from_absolute_path(&root).expect("absolute root");
         let agents_link_str = path_to_string(&agents_link);
-        let agents_target_str = path_to_string(&agents_target);
         let policy = FileSystemSandboxPolicy::restricted(vec![FileSystemSandboxEntry {
             path: FileSystemPath::Path { path: root },
             access: FileSystemAccessMode::Write,
         }]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let err =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect_err("protected symlinked subpath should fail closed");
+        let message = err.to_string();
 
-        assert!(args.args.windows(3).any(|window| {
-            window
-                == [
-                    "--ro-bind",
-                    agents_target_str.as_str(),
-                    agents_target_str.as_str(),
-                ]
-        }));
-        assert!(!args.args.iter().any(|arg| arg == agents_link_str.as_str()));
+        assert!(
+            message.contains("cannot enforce sandbox read-only path"),
+            "{message}"
+        );
+        assert!(message.contains(&agents_link_str), "{message}");
     }
 
     #[cfg(unix)]
     #[test]
-    fn symlinked_writable_roots_mask_nested_symlink_escape_paths_without_binding_targets() {
+    fn symlinked_writable_roots_nested_symlink_escape_paths_fail_closed() {
         let temp_dir = TempDir::new().expect("temp dir");
         let real_root = temp_dir.path().join("real");
         let link_root = temp_dir.path().join("link");
@@ -971,7 +1336,6 @@ mod tests {
             AbsolutePathBuf::from_absolute_path(&link_root).expect("absolute symlinked root");
         let link_private = link_root.join("linked-private");
         let real_linked_private_str = path_to_string(&linked_private);
-        let outside_str = path_to_string(&outside);
         let policy = FileSystemSandboxPolicy::restricted(vec![
             FileSystemSandboxEntry {
                 path: FileSystemPath::Path { path: link_root },
@@ -983,25 +1347,16 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let err =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect_err("deny-read path crossing writable symlink should fail closed");
+        let message = err.to_string();
 
-        assert!(args.args.windows(6).any(|window| {
-            window
-                == [
-                    "--perms",
-                    "000",
-                    "--tmpfs",
-                    outside_str.as_str(),
-                    "--remount-ro",
-                    outside_str.as_str(),
-                ]
-        }));
         assert!(
-            !args
-                .args
-                .iter()
-                .any(|arg| arg == real_linked_private_str.as_str())
+            message.contains("cannot enforce sandbox deny-read path"),
+            "{message}"
         );
+        assert!(message.contains(&real_linked_private_str), "{message}");
     }
 
     #[test]
@@ -1022,8 +1377,12 @@ mod tests {
             exclude_slash_tmp: true,
         };
 
-        let args = create_filesystem_args(&FileSystemSandboxPolicy::from(&policy), temp_dir.path())
-            .expect("filesystem args");
+        let args = create_filesystem_args(
+            &FileSystemSandboxPolicy::from(&policy),
+            temp_dir.path(),
+            NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH,
+        )
+        .expect("filesystem args");
         let existing_root = path_to_string(&existing_root);
         let missing_root = path_to_string(&missing_root);
 
@@ -1052,6 +1411,7 @@ mod tests {
         let args = create_filesystem_args(
             &FileSystemSandboxPolicy::from(&sandbox_policy),
             Path::new("/"),
+            NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH,
         )
         .expect("bwrap fs args");
         assert_eq!(
@@ -1100,8 +1460,12 @@ mod tests {
             network_access: false,
         };
 
-        let args = create_filesystem_args(&FileSystemSandboxPolicy::from(&policy), temp_dir.path())
-            .expect("filesystem args");
+        let args = create_filesystem_args(
+            &FileSystemSandboxPolicy::from(&policy),
+            temp_dir.path(),
+            NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH,
+        )
+        .expect("filesystem args");
 
         assert_eq!(args.args[0..4], ["--tmpfs", "/", "--dev", "/dev"]);
 
@@ -1130,8 +1494,12 @@ mod tests {
         // `ReadOnlyAccess::Restricted` always includes `cwd` as a readable
         // root. Using `"/"` here would intentionally collapse to broad read
         // access, so use a non-root cwd to exercise the restricted path.
-        let args = create_filesystem_args(&FileSystemSandboxPolicy::from(&policy), temp_dir.path())
-            .expect("filesystem args");
+        let args = create_filesystem_args(
+            &FileSystemSandboxPolicy::from(&policy),
+            temp_dir.path(),
+            NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH,
+        )
+        .expect("filesystem args");
 
         assert!(
             args.args
@@ -1171,7 +1539,9 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
 
         assert!(args.args.windows(3).any(|window| {
             window
@@ -1248,7 +1618,9 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
         let docs_str = path_to_string(docs.as_path());
         let docs_public_str = path_to_string(docs_public.as_path());
         let docs_ro_index = args
@@ -1300,7 +1672,9 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
         let blocked_str = path_to_string(blocked.as_path());
         let allowed_str = path_to_string(allowed.as_path());
         let blocked_none_index = args
@@ -1367,7 +1741,9 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
         let blocked_str = path_to_string(blocked.as_path());
         let allowed_dir_str = path_to_string(allowed_dir.as_path());
         let allowed_file_str = path_to_string(allowed_file.as_path());
@@ -1442,7 +1818,9 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
         let blocked_none_index = args
             .args
             .windows(4)
@@ -1487,7 +1865,9 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
         let blocked_str = path_to_string(blocked.as_path());
 
         assert!(
@@ -1529,7 +1909,9 @@ mod tests {
             },
         ]);
 
-        let args = create_filesystem_args(&policy, temp_dir.path()).expect("filesystem args");
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), NO_UNREADABLE_GLOB_SCAN_MAX_DEPTH)
+                .expect("filesystem args");
         let blocked_file_str = path_to_string(blocked_file.as_path());
 
         assert_eq!(args.preserved_files.len(), 1);
@@ -1540,4 +1922,100 @@ mod tests {
                 && window[4] == blocked_file_str
         }));
     }
+
+    #[test]
+    fn unreadable_globs_expand_existing_matches_with_configured_depth() {
+        if !ripgrep_available() {
+            return;
+        }
+
+        let temp_dir = TempDir::new().expect("temp dir");
+        let root_env = temp_dir.path().join(".env");
+        let nested_env = temp_dir.path().join("app").join(".env");
+        let too_deep_env = temp_dir.path().join("app").join("deep").join(".env");
+        std::fs::create_dir_all(too_deep_env.parent().expect("parent")).expect("create parent");
+        std::fs::write(temp_dir.path().join(".gitignore"), ".env\n").expect("write gitignore");
+        std::fs::write(&root_env, "secret").expect("write root env");
+        std::fs::write(&nested_env, "secret").expect("write nested env");
+        std::fs::write(&too_deep_env, "secret").expect("write deep env");
+        let policy =
+            default_policy_with_unreadable_glob(format!("{}/**/*.env", temp_dir.path().display()));
+
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), Some(2)).expect("filesystem args");
+
+        assert_file_masked(&args.args, &root_env);
+        assert_file_masked(&args.args, &nested_env);
+        assert!(
+            !args
+                .args
+                .iter()
+                .any(|arg| arg == &path_to_string(&too_deep_env)),
+            "max depth should keep deeper matches out of bwrap args: {:#?}",
+            args.args
+        );
+    }
+
+    #[cfg(unix)]
+    #[test]
+    fn unreadable_globs_add_canonical_targets_for_symlink_matches() {
+        if !ripgrep_available() {
+            return;
+        }
+
+        let temp_dir = TempDir::new().expect("temp dir");
+        let real_root = temp_dir.path().join("real");
+        let link_root = temp_dir.path().join("link");
+        let real_secret = real_root.join("secret.env");
+        std::fs::create_dir_all(&real_root).expect("create real root");
+        std::fs::write(&real_secret, "secret").expect("write real secret");
+        std::os::unix::fs::symlink(&real_root, &link_root).expect("create symlink");
+        let policy =
+            default_policy_with_unreadable_glob(format!("{}/**/*.env", link_root.display()));
+
+        let args =
+            create_filesystem_args(&policy, temp_dir.path(), Some(2)).expect("filesystem args");
+
+        assert_file_masked(&args.args, &real_secret);
+    }
+
+    #[test]
+    fn root_prefix_unreadable_globs_are_too_broad_for_linux_expansion() {
+        assert_eq!(
+            split_pattern_for_ripgrep("/**/*.env", Path::new("/tmp")),
+            None
+        );
+    }
+
+    #[test]
+    fn unclosed_character_classes_are_escaped_for_ripgrep() {
+        let (search_root, glob) =
+            split_pattern_for_ripgrep("/tmp/[*.env", Path::new("/")).expect("split pattern");
+
+        assert_eq!(search_root.as_path(), Path::new("/tmp"));
+        assert_eq!(glob, r"\[*.env");
+    }
+
+    fn ripgrep_available() -> bool {
+        Command::new("rg")
+            .arg("--version")
+            .output()
+            .is_ok_and(|output| output.status.success())
+    }
+
+    /// Assert that `path` is masked due to a bwrap arg sequence like:
+    ///
+    /// `bwrap ... --perms 000 --ro-bind-data FD PATH`
+    fn assert_file_masked(args: &[String], path: &Path) {
+        let path = path_to_string(path);
+        assert!(
+            args.windows(5).any(|window| {
+                window[0] == "--perms"
+                    && window[1] == "000"
+                    && window[2] == "--ro-bind-data"
+                    && window[4] == path
+            }),
+            "expected file mask for {path}: {args:#?}"
+        );
+    }
 }
diff --git a/codex-rs/linux-sandbox/src/linux_run_main.rs b/codex-rs/linux-sandbox/src/linux_run_main.rs
index 8f39837de1b9..958d8645bd8d 100644
--- a/codex-rs/linux-sandbox/src/linux_run_main.rs
+++ b/codex-rs/linux-sandbox/src/linux_run_main.rs
@@ -427,6 +427,7 @@ fn run_bwrap_with_proc_fallback(
     let options = BwrapOptions {
         mount_proc,
         network_mode,
+        ..Default::default()
     };
     let mut bwrap_args = build_bwrap_argv(
         inner,
@@ -547,6 +548,7 @@ fn build_preflight_bwrap_argv(
         BwrapOptions {
             mount_proc: true,
             network_mode,
+            ..Default::default()
         },
     )
 }
diff --git a/codex-rs/linux-sandbox/src/linux_run_main_tests.rs b/codex-rs/linux-sandbox/src/linux_run_main_tests.rs
index 96c3c8a737af..0ed10717f222 100644
--- a/codex-rs/linux-sandbox/src/linux_run_main_tests.rs
+++ b/codex-rs/linux-sandbox/src/linux_run_main_tests.rs
@@ -48,6 +48,7 @@ fn inserts_bwrap_argv0_before_command_separator() {
         BwrapOptions {
             mount_proc: true,
             network_mode: BwrapNetworkMode::FullAccess,
+            ..Default::default()
         },
     )
     .args;
@@ -90,6 +91,7 @@ fn rewrites_inner_command_path_when_bwrap_lacks_argv0() {
         BwrapOptions {
             mount_proc: true,
             network_mode: BwrapNetworkMode::FullAccess,
+            ..Default::default()
         },
     )
     .args;
@@ -157,6 +159,7 @@ fn inserts_unshare_net_when_network_isolation_requested() {
         BwrapOptions {
             mount_proc: true,
             network_mode: BwrapNetworkMode::Isolated,
+            ..Default::default()
         },
     )
     .args;
@@ -174,6 +177,7 @@ fn inserts_unshare_net_when_proxy_only_network_mode_requested() {
         BwrapOptions {
             mount_proc: true,
             network_mode: BwrapNetworkMode::ProxyOnly,
+            ..Default::default()
         },
     )
     .args;
diff --git a/codex-rs/protocol/src/permissions.rs b/codex-rs/protocol/src/permissions.rs
index d774f6dc0de2..80cfa823e7fc 100644
--- a/codex-rs/protocol/src/permissions.rs
+++ b/codex-rs/protocol/src/permissions.rs
@@ -138,6 +138,9 @@ pub enum FileSystemSandboxKind {
 #[derive(Debug, Clone, PartialEq, Eq, Serialize, Deserialize, JsonSchema, TS)]
 pub struct FileSystemSandboxPolicy {
     pub kind: FileSystemSandboxKind,
+    #[serde(default, skip_serializing_if = "Option::is_none")]
+    #[ts(optional)]
+    pub glob_scan_max_depth: Option<usize>,
     #[serde(default, skip_serializing_if = "Vec::is_empty")]
     pub entries: Vec<FileSystemSandboxEntry>,
 }
@@ -257,6 +260,7 @@ impl Default for FileSystemSandboxPolicy {
     fn default() -> Self {
         Self {
             kind: FileSystemSandboxKind::Restricted,
+            glob_scan_max_depth: None,
             entries: vec![FileSystemSandboxEntry {
                 path: FileSystemPath::Special {
                     value: FileSystemSpecialPath::Root,
@@ -271,6 +275,7 @@ impl FileSystemSandboxPolicy {
     pub fn unrestricted() -> Self {
         Self {
             kind: FileSystemSandboxKind::Unrestricted,
+            glob_scan_max_depth: None,
             entries: Vec::new(),
         }
     }
@@ -278,6 +283,7 @@ impl FileSystemSandboxPolicy {
     pub fn external_sandbox() -> Self {
         Self {
             kind: FileSystemSandboxKind::ExternalSandbox,
+            glob_scan_max_depth: None,
             entries: Vec::new(),
         }
     }
@@ -285,6 +291,7 @@ impl FileSystemSandboxPolicy {
     pub fn restricted(entries: Vec<FileSystemSandboxEntry>) -> Self {
         Self {
             kind: FileSystemSandboxKind::Restricted,
+            glob_scan_max_depth: None,
             entries,
         }
     }
@@ -317,6 +324,7 @@ impl FileSystemSandboxPolicy {
         if !matches!(rebuilt.kind, FileSystemSandboxKind::Restricted) {
             return rebuilt;
         }
+        rebuilt.glob_scan_max_depth = existing.glob_scan_max_depth;
 
         for deny_entry in existing
             .entries
diff --git a/codex-rs/sandboxing/Cargo.toml b/codex-rs/sandboxing/Cargo.toml
index 18c5ffb45dcc..49fd33e01d2f 100644
--- a/codex-rs/sandboxing/Cargo.toml
+++ b/codex-rs/sandboxing/Cargo.toml
@@ -18,6 +18,7 @@ codex-utils-absolute-path = { workspace = true }
 dunce = { workspace = true }
 libc = { workspace = true }
 serde_json = { workspace = true }
+regex-lite = { workspace = true }
 tracing = { workspace = true, features = ["log"] }
 url = { workspace = true }
 which = { workspace = true }
diff --git a/codex-rs/sandboxing/src/lib.rs b/codex-rs/sandboxing/src/lib.rs
index dbb83236494f..38aed6ce245c 100644
--- a/codex-rs/sandboxing/src/lib.rs
+++ b/codex-rs/sandboxing/src/lib.rs
@@ -34,9 +34,6 @@ impl From<SandboxTransformError> for CodexErr {
             SandboxTransformError::MissingLinuxSandboxExecutable => {
                 CodexErr::LandlockSandboxExecutableNotProvided
             }
-            SandboxTransformError::UnreadableGlobPatternsUnsupported => {
-                CodexErr::UnsupportedOperation(err.to_string())
-            }
             #[cfg(target_os = "linux")]
             SandboxTransformError::Wsl1UnsupportedForBubblewrap => {
                 CodexErr::UnsupportedOperation(crate::bwrap::WSL1_BWRAP_WARNING.to_string())
diff --git a/codex-rs/sandboxing/src/manager.rs b/codex-rs/sandboxing/src/manager.rs
index 1e3ea9c196c2..0836eb256517 100644
--- a/codex-rs/sandboxing/src/manager.rs
+++ b/codex-rs/sandboxing/src/manager.rs
@@ -109,7 +109,6 @@ pub struct SandboxTransformRequest<'a> {
 #[derive(Debug)]
 pub enum SandboxTransformError {
     MissingLinuxSandboxExecutable,
-    UnreadableGlobPatternsUnsupported,
     #[cfg(target_os = "linux")]
     Wsl1UnsupportedForBubblewrap,
     #[cfg(not(target_os = "macos"))]
@@ -122,10 +121,6 @@ impl std::fmt::Display for SandboxTransformError {
             Self::MissingLinuxSandboxExecutable => {
                 write!(f, "missing codex-linux-sandbox executable path")
             }
-            Self::UnreadableGlobPatternsUnsupported => write!(
-                f,
-                "platform sandbox backend cannot enforce unreadable glob patterns"
-            ),
             #[cfg(target_os = "linux")]
             Self::Wsl1UnsupportedForBubblewrap => write!(f, "{WSL1_BWRAP_WARNING}"),
             #[cfg(not(target_os = "macos"))]
@@ -201,15 +196,6 @@ impl SandboxManager {
         );
         let effective_network_policy =
             effective_network_sandbox_policy(network_policy, additional_permissions.as_ref());
-        if matches!(
-            sandbox,
-            SandboxType::MacosSeatbelt | SandboxType::LinuxSeccomp
-        ) && !effective_file_system_policy
-            .get_unreadable_globs_with_cwd(sandbox_policy_cwd)
-            .is_empty()
-        {
-            return Err(SandboxTransformError::UnreadableGlobPatternsUnsupported);
-        }
         let mut argv = Vec::with_capacity(1 + command.args.len());
         argv.push(command.program);
         argv.extend(command.args.into_iter().map(OsString::from));
diff --git a/codex-rs/sandboxing/src/seatbelt.rs b/codex-rs/sandboxing/src/seatbelt.rs
index b12492210c28..57a152e0232b 100644
--- a/codex-rs/sandboxing/src/seatbelt.rs
+++ b/codex-rs/sandboxing/src/seatbelt.rs
@@ -9,6 +9,7 @@ use codex_utils_absolute_path::AbsolutePathBuf;
 use std::collections::BTreeMap;
 use std::collections::BTreeSet;
 use std::collections::HashMap;
+use std::collections::VecDeque;
 use std::ffi::CStr;
 use std::path::Path;
 use std::path::PathBuf;
@@ -379,6 +380,150 @@ fn build_seatbelt_access_policy(
     }
 }
 
+fn build_seatbelt_unreadable_glob_policy(
+    file_system_sandbox_policy: &FileSystemSandboxPolicy,
+    cwd: &Path,
+) -> String {
+    // Seatbelt does not understand the filesystem policy's glob syntax directly.
+    // Convert each unreadable pattern into an anchored regex deny rule and apply
+    // it to both reads and unlink-style writes so a denied path cannot be probed
+    // through destructive filesystem operations.
+    let unreadable_globs = file_system_sandbox_policy.get_unreadable_globs_with_cwd(cwd);
+    if unreadable_globs.is_empty() {
+        return String::new();
+    }
+
+    let mut policy_components = Vec::new();
+    for pattern in unreadable_globs {
+        let mut regexes = BTreeSet::new();
+        if let Some(regex) = seatbelt_regex_for_unreadable_glob(&pattern) {
+            regexes.insert(regex);
+        }
+        if let Some(pattern) = canonicalize_glob_static_prefix_for_sandbox(&pattern)
+            && let Some(regex) = seatbelt_regex_for_unreadable_glob(&pattern)
+        {
+            regexes.insert(regex);
+        }
+        for regex in regexes {
+            let regex = regex.replace('"', "\\\"");
+            policy_components.push(format!(r#"(deny file-read* (regex #"{regex}"))"#));
+            policy_components.push(format!(r#"(deny file-write-unlink (regex #"{regex}"))"#));
+        }
+    }
+
+    policy_components.join("\n")
+}
+
+fn canonicalize_glob_static_prefix_for_sandbox(pattern: &str) -> Option<String> {
+    let first_glob_index = pattern
+        .char_indices()
+        .find_map(|(index, ch)| matches!(ch, '*' | '?' | '[' | ']').then_some(index));
+    let Some(first_glob_index) = first_glob_index else {
+        return normalize_path_for_sandbox(Path::new(pattern))
+            .map(|path| path.to_string_lossy().to_string());
+    };
+
+    let static_prefix = &pattern[..first_glob_index];
+    let prefix_end = if static_prefix.ends_with('/') {
+        static_prefix.len() - 1
+    } else {
+        static_prefix.rfind('/').unwrap_or(0)
+    };
+    if prefix_end == 0 {
+        return None;
+    }
+
+    let root = normalize_path_for_sandbox(Path::new(&pattern[..prefix_end]))?;
+    let root = root.to_string_lossy();
+    let suffix = &pattern[prefix_end..];
+    let normalized_pattern = format!("{root}{suffix}");
+    (normalized_pattern != pattern).then_some(normalized_pattern)
+}
+
+fn seatbelt_regex_for_unreadable_glob(pattern: &str) -> Option<String> {
+    if pattern.is_empty() {
+        return None;
+    }
+
+    // Translate the supported git-style glob subset into a Seatbelt regex:
+    // `*` and `?` stay within one path component, `**/` can consume zero or
+    // more components, and closed character classes remain character classes.
+    // A pattern with no glob metacharacters is treated as exact path plus subtree.
+    let mut regex = String::from("^");
+    let mut chars = pattern.chars().collect::<VecDeque<_>>();
+    let mut saw_glob = false;
+
+    while let Some(ch) = chars.pop_front() {
+        match ch {
+            '*' => {
+                saw_glob = true;
+                if chars.front() == Some(&'*') {
+                    chars.pop_front();
+                    if chars.front() == Some(&'/') {
+                        chars.pop_front();
+                        regex.push_str("(.*/)?");
+                    } else {
+                        regex.push_str(".*");
+                    }
+                } else {
+                    regex.push_str("[^/]*");
+                }
+            }
+            '?' => {
+                saw_glob = true;
+                regex.push_str("[^/]");
+            }
+            '[' => {
+                saw_glob = true;
+                let mut class = Vec::new();
+                let mut closed = false;
+                while let Some(class_ch) = chars.pop_front() {
+                    if class_ch == ']' {
+                        closed = true;
+                        break;
+                    }
+                    class.push(class_ch);
+                }
+                if !closed {
+                    regex.push_str("\\[");
+                    for class_ch in class.into_iter().rev() {
+                        chars.push_front(class_ch);
+                    }
+                    continue;
+                }
+
+                regex.push('[');
+                let mut class_chars = class.into_iter();
+                if let Some(first) = class_chars.next() {
+                    match first {
+                        '!' => regex.push('^'),
+                        '^' => regex.push_str("\\^"),
+                        _ => regex.push(first),
+                    }
+                }
+                for class_ch in class_chars {
+                    match class_ch {
+                        '\\' => regex.push_str("\\\\"),
+                        _ => regex.push(class_ch),
+                    }
+                }
+                regex.push(']');
+            }
+            ']' => {
+                saw_glob = true;
+                regex.push_str("\\]");
+            }
+            _ => regex.push_str(&regex_lite::escape(&ch.to_string())),
+        }
+    }
+
+    if !saw_glob {
+        regex.push_str("(/.*)?");
+    }
+    regex.push('$');
+    Some(regex)
+}
+
 #[cfg_attr(not(test), allow(dead_code))]
 fn create_seatbelt_command_args_for_legacy_policy(
     command: Vec<String>,
@@ -510,10 +655,13 @@ pub fn create_seatbelt_command_args(args: CreateSeatbeltCommandArgsParams<'_>) -
         dynamic_network_policy_for_network(network_sandbox_policy, enforce_managed_network, &proxy);
 
     let include_platform_defaults = file_system_sandbox_policy.include_platform_defaults();
+    let deny_read_policy =
+        build_seatbelt_unreadable_glob_policy(file_system_sandbox_policy, sandbox_policy_cwd);
     let mut policy_sections = vec![
         MACOS_SEATBELT_BASE_POLICY.to_string(),
         file_read_policy,
         file_write_policy,
+        deny_read_policy,
         network_policy,
     ];
     if include_platform_defaults {
diff --git a/codex-rs/sandboxing/src/seatbelt_tests.rs b/codex-rs/sandboxing/src/seatbelt_tests.rs
index f222dd15d1d5..9d958c956400 100644
--- a/codex-rs/sandboxing/src/seatbelt_tests.rs
+++ b/codex-rs/sandboxing/src/seatbelt_tests.rs
@@ -3,11 +3,13 @@ use super::MACOS_PATH_TO_SEATBELT_EXECUTABLE;
 use super::MACOS_SEATBELT_BASE_POLICY;
 use super::ProxyPolicyInputs;
 use super::UnixDomainSocketPolicy;
+use super::build_seatbelt_unreadable_glob_policy;
 use super::create_seatbelt_command_args;
 use super::create_seatbelt_command_args_for_legacy_policy;
 use super::dynamic_network_policy;
 use super::macos_dir_params;
 use super::normalize_path_for_sandbox;
+use super::seatbelt_regex_for_unreadable_glob;
 use super::unix_socket_dir_params;
 use super::unix_socket_policy;
 use codex_network_proxy::ConfigReloader;
@@ -257,6 +259,82 @@ fn explicit_unreadable_paths_are_excluded_from_readable_roots() {
     );
 }
 
+#[test]
+fn unreadable_globstar_slash_matches_zero_or_more_directories() {
+    let regex = seatbelt_regex_for_unreadable_glob("/tmp/repo/**/*.env");
+    assert_eq!(regex.as_deref(), Some(r"^/tmp/repo/(.*/)?[^/]*\.env$"));
+    let regex = regex_lite::Regex::new(regex.as_deref().expect("glob should compile"))
+        .expect("regex should compile");
+
+    assert!(regex.is_match("/tmp/repo/.env"));
+    assert!(regex.is_match("/tmp/repo/app/.env"));
+    assert!(regex.is_match("/tmp/repo/app/config.env"));
+    assert!(!regex.is_match("/tmp/repo/app/config.toml"));
+}
+
+#[test]
+fn unreadable_globs_use_git_style_component_matching() {
+    let regex = seatbelt_regex_for_unreadable_glob("/tmp/repo/*/file[0-9]?.txt");
+    assert_eq!(
+        regex.as_deref(),
+        Some(r"^/tmp/repo/[^/]*/file[0-9][^/]\.txt$")
+    );
+    let regex = regex_lite::Regex::new(regex.as_deref().expect("glob should compile"))
+        .expect("regex should compile");
+
+    assert!(regex.is_match("/tmp/repo/app/file42.txt"));
+    assert!(!regex.is_match("/tmp/repo/app/nested/file42.txt"));
+    assert!(!regex.is_match("/tmp/repo/app/file4.txt"));
+    assert!(!regex.is_match("/tmp/repo/app/fileab.txt"));
+}
+
+#[test]
+fn unreadable_globs_treat_unclosed_character_classes_as_literals() {
+    let regex = seatbelt_regex_for_unreadable_glob("/tmp/repo/[*.env");
+    assert_eq!(regex.as_deref(), Some(r"^/tmp/repo/\[[^/]*\.env$"));
+    let regex = regex_lite::Regex::new(regex.as_deref().expect("glob should compile"))
+        .expect("regex should compile");
+
+    assert!(regex.is_match("/tmp/repo/[local.env"));
+    assert!(regex.is_match("/tmp/repo/[.env"));
+    assert!(!regex.is_match("/tmp/repo/local.env"));
+}
+
+#[cfg(unix)]
+#[test]
+fn unreadable_glob_policy_includes_canonicalized_static_prefix() {
+    use std::os::unix::fs::symlink;
+
+    let temp_dir = TempDir::new().expect("temp dir");
+    let real_root = temp_dir.path().join("real-root");
+    let link_root = temp_dir.path().join("link-root");
+    fs::create_dir(&real_root).expect("create real root");
+    symlink(&real_root, &link_root).expect("create symlinked root");
+
+    let pattern = format!("{}/**/*.env", link_root.display());
+    let canonical_pattern = format!(
+        "{}/**/*.env",
+        real_root
+            .canonicalize()
+            .expect("canonicalize real root")
+            .display()
+    );
+    let expected_regex = seatbelt_regex_for_unreadable_glob(&canonical_pattern)
+        .expect("canonical glob should compile");
+    let mut policy = FileSystemSandboxPolicy::default();
+    policy.entries.push(FileSystemSandboxEntry {
+        path: FileSystemPath::GlobPattern { pattern },
+        access: FileSystemAccessMode::None,
+    });
+
+    let seatbelt_policy = build_seatbelt_unreadable_glob_policy(&policy, temp_dir.path());
+
+    assert!(
+        seatbelt_policy.contains(&format!(r#"(deny file-read* (regex #"{expected_regex}"))"#)),
+        "expected canonicalized glob regex in policy:\n{seatbelt_policy}"
+    );
+}
+
 #[test]
 fn seatbelt_args_without_extension_profile_keep_legacy_preferences_read_access() {
     let cwd = std::env::temp_dir();
@@ -1179,6 +1257,7 @@ fn create_seatbelt_args_for_cwd_as_git_repo() {
 (allow file-write*
 (require-all (subpath (param "WRITABLE_ROOT_0")) (require-not (literal (param "WRITABLE_ROOT_0_EXCLUDED_0"))) (require-not (subpath (param "WRITABLE_ROOT_0_EXCLUDED_0"))) (require-not (literal (param "WRITABLE_ROOT_0_EXCLUDED_1"))) (require-not (subpath (param "WRITABLE_ROOT_0_EXCLUDED_1"))) ) (subpath (param "WRITABLE_ROOT_1")){tempdir_policy_entry}
 )
+
 "#,
     );