diff --git a/.changeset/fix-auth-error-consistency.md b/.changeset/fix-auth-error-consistency.md
new file mode 100644
index 00000000..1c319823
--- /dev/null
+++ b/.changeset/fix-auth-error-consistency.md
@@ -0,0 +1,5 @@
+---
+"@googleworkspace/cli": patch
+---
+
+fix: report auth errors instead of silently proceeding unauthenticated
diff --git a/src/helpers/calendar.rs b/src/helpers/calendar.rs
index 8b07fbd5..5edf803f 100644
--- a/src/helpers/calendar.rs
+++ b/src/helpers/calendar.rs
@@ -151,7 +151,12 @@ TIPS:
                 let scopes_str: Vec<&str> = scopes.iter().map(|s| s.as_str()).collect();
                 let (token, auth_method) = match auth::get_token(&scopes_str).await {
                     Ok(t) => (Some(t), executor::AuthMethod::OAuth),
-                    Err(_) => (None, executor::AuthMethod::None),
+                    Err(_) if matches.get_flag("dry-run") => {
+                        (None, executor::AuthMethod::None)
+                    }
+                    Err(e) => {
+                        return Err(GwsError::Auth(format!("Calendar auth failed: {e}")))
+                    }
                 };
 
                 let events_res = doc.resources.get("events").ok_or_else(|| {
diff --git a/src/helpers/chat.rs b/src/helpers/chat.rs
index 92d8e79b..21f76a96 100644
--- a/src/helpers/chat.rs
+++ b/src/helpers/chat.rs
@@ -80,7 +80,12 @@ TIPS:
                 let scope_strs: Vec<&str> = scopes.iter().map(|s| s.as_str()).collect();
                 let (token, auth_method) = match auth::get_token(&scope_strs).await {
                     Ok(t) => (Some(t), executor::AuthMethod::OAuth),
-                    Err(_) => (None, executor::AuthMethod::None),
+                    Err(_) if matches.get_flag("dry-run") => {
+                        (None, executor::AuthMethod::None)
+                    }
+                    Err(e) => {
+                        return Err(GwsError::Auth(format!("Chat auth failed: {e}")))
+                    }
                 };
 
                 // Method: spaces.messages.create
diff --git a/src/helpers/docs.rs b/src/helpers/docs.rs
index e847dfbf..6b1ace28 100644
--- a/src/helpers/docs.rs
+++ b/src/helpers/docs.rs
@@ -72,7 +72,12 @@ TIPS:
                 let scope_strs: Vec<&str> = scopes.iter().map(|s| s.as_str()).collect();
                 let (token, auth_method) = match auth::get_token(&scope_strs).await {
                     Ok(t) => (Some(t), executor::AuthMethod::OAuth),
-                    Err(_) => (None, executor::AuthMethod::None),
+                    Err(_) if matches.get_flag("dry-run") => {
+                        (None, executor::AuthMethod::None)
+                    }
+                    Err(e) => {
+                        return Err(GwsError::Auth(format!("Docs auth failed: {e}")))
+                    }
                 };
 
                 // Method: documents.batchUpdate
diff --git a/src/helpers/drive.rs b/src/helpers/drive.rs
index f23aa555..8799321e 100644
--- a/src/helpers/drive.rs
+++ b/src/helpers/drive.rs
@@ -98,7 +98,12 @@ TIPS:
                 let scopes: Vec<&str> = create_method.scopes.iter().map(|s| s.as_str()).collect();
                 let (token, auth_method) = match auth::get_token(&scopes).await {
                     Ok(t) => (Some(t), executor::AuthMethod::OAuth),
-                    Err(_) => (None, executor::AuthMethod::None),
+                    Err(_) if matches.get_flag("dry-run") => {
+                        (None, executor::AuthMethod::None)
+                    }
+                    Err(e) => {
+                        return Err(GwsError::Auth(format!("Drive auth failed: {e}")))
+                    }
                 };
 
                 executor::execute_method(
diff --git a/src/helpers/script.rs b/src/helpers/script.rs
index 8685afb2..0443a087 100644
--- a/src/helpers/script.rs
+++ b/src/helpers/script.rs
@@ -105,7 +105,12 @@ TIPS:
                 let scopes: Vec<&str> = update_method.scopes.iter().map(|s| s.as_str()).collect();
                 let (token, auth_method) = match auth::get_token(&scopes).await {
                     Ok(t) => (Some(t), executor::AuthMethod::OAuth),
-                    Err(_) => (None, executor::AuthMethod::None),
+                    Err(_) if matches.get_flag("dry-run") => {
+                        (None, executor::AuthMethod::None)
+                    }
+                    Err(e) => {
+                        return Err(GwsError::Auth(format!("Script auth failed: {e}")))
+                    }
                 };
 
                 let params = json!({
diff --git a/src/helpers/sheets.rs b/src/helpers/sheets.rs
index 9e347b4d..7ae030d6 100644
--- a/src/helpers/sheets.rs
+++ b/src/helpers/sheets.rs
@@ -108,7 +108,12 @@ TIPS:
                 let scope_strs: Vec<&str> = scopes.iter().map(|s| s.as_str()).collect();
                 let (token, auth_method) = match auth::get_token(&scope_strs).await {
                     Ok(t) => (Some(t), executor::AuthMethod::OAuth),
-                    Err(_) => (None, executor::AuthMethod::None),
+                    Err(_) if matches.get_flag("dry-run") => {
+                        (None, executor::AuthMethod::None)
+                    }
+                    Err(e) => {
+                        return Err(GwsError::Auth(format!("Sheets auth failed: {e}")))
+                    }
                 };
 
                 let spreadsheets_res = doc.resources.get("spreadsheets").ok_or_else(|| {
@@ -166,7 +171,12 @@ TIPS:
                 let scope_strs: Vec<&str> = scopes.iter().map(|s| s.as_str()).collect();
                 let (token, auth_method) = match auth::get_token(&scope_strs).await {
                     Ok(t) => (Some(t), executor::AuthMethod::OAuth),
-                    Err(_) => (None, executor::AuthMethod::None),
+                    Err(_) if matches.get_flag("dry-run") => {
+                        (None, executor::AuthMethod::None)
+                    }
+                    Err(e) => {
+                        return Err(GwsError::Auth(format!("Sheets auth failed: {e}")))
+                    }
                 };
 
                 executor::execute_method(