diff --git a/CHANGELOG.md b/CHANGELOG.md
index 82c18e1..ce080be 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -15,6 +15,11 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 - `tools-call --task` now prints the task ID and recovery commands when interrupted with Ctrl+C, so you can fetch or cancel the server-side task later
 - `tasks-get` no longer suggests `tasks-cancel` when the task has already reached a terminal state (completed, failed, or cancelled)
 
+### Fixed
+
+- Sessions using a static bearer token (via `--header "Authorization: ..."`) no longer flip between `unauthorized` and `connecting` on every `mcpc` invocation — they stay `unauthorized` since retrying the same rejected token cannot succeed without `mcpc login` or reconnecting. OAuth-profile sessions still auto-retry because tokens may have been refreshed by another session
+- Server authentication errors now include the path to the bridge log file, so you can inspect it for more detail when investigating why a session was rejected
+
 ### Removed
 
 - Removed `tools`, `resources`, and `prompts` shorthand commands — use the full names (`tools-list`, `resources-list`, `prompts-list`) instead
diff --git a/src/cli/commands/sessions.ts b/src/cli/commands/sessions.ts
index e3e52ad..142dbec 100644
--- a/src/cli/commands/sessions.ts
+++ b/src/cli/commands/sessions.ts
@@ -11,6 +11,7 @@ import {
   validateProfileName,
   isProcessAlive,
   getServerHost,
+  getLogsDir,
   redactHeaders,
 } from '../../lib/index.js';
 import { DISCONNECTED_THRESHOLD_MS } from '../../lib/types.js';
@@ -457,7 +458,8 @@ export async function connectSession(
     // Fallback: check error message for auth patterns (error may have been wrapped
     // as ClientError/ServerError during bridge IPC serialization)
     if (detailsError instanceof Error && isAuthenticationError(detailsError.message)) {
-      throw createServerAuthError(serverConfig.url || target, { sessionName: name });
+      const logPath = `${getLogsDir()}/bridge-${name}.log`;
+      throw createServerAuthError(serverConfig.url || target, { sessionName: name, logPath });
     }
 
     // Non-auth failure: session was created but server didn't respond properly.
diff --git a/src/lib/bridge-manager.ts b/src/lib/bridge-manager.ts
index af79443..f54c245 100644
--- a/src/lib/bridge-manager.ts
+++ b/src/lib/bridge-manager.ts
@@ -72,8 +72,10 @@ async function classifyAndThrowSessionError(
       logger.warn(`Failed to mark session ${sessionName} as unauthorized:`, e)
     );
     const target = session.server.url || session.server.command || sessionName;
+    const logPath = `${getLogsDir()}/bridge-${sessionName}.log`;
     throw createServerAuthError(target, {
       sessionName,
+      logPath,
       ...(originalError && { originalError }),
     });
   }
@@ -598,7 +600,8 @@ export async function ensureBridgeReady(sessionName: string): Promise<string> {
 
   if (session.status === 'unauthorized') {
     const target = session.server.url || session.server.command || sessionName;
-    throw createServerAuthError(target, { sessionName });
+    const logPath = `${getLogsDir()}/bridge-${sessionName}.log`;
+    throw createServerAuthError(target, { sessionName, logPath });
   }
 
   if (session.status === 'expired') {
diff --git a/src/lib/errors.ts b/src/lib/errors.ts
index ff2448b..38144ea 100644
--- a/src/lib/errors.ts
+++ b/src/lib/errors.ts
@@ -97,12 +97,11 @@ export function isAuthenticationError(errorMessage: string): boolean {
  * Create an AuthError with helpful login guidance for server auth failures
  *
  * @param target - Server URL or target for login command
- * @param options - Optional session name for session-specific guidance
- * @param originalError - Original error for debugging
+ * @param options - Optional session name for session-specific guidance and log path for debugging
  */
 export function createServerAuthError(
   target: string,
-  options?: { sessionName?: string; originalError?: Error }
+  options?: { sessionName?: string; logPath?: string; originalError?: Error }
 ): AuthError {
   let hint: string;
   if (options?.sessionName) {
@@ -117,6 +116,10 @@ export function createServerAuthError(
       `To authenticate, run:\n` + `  mcpc login ${target}\n\n` + `Then run your command again.`;
   }
 
+  if (options?.logPath) {
+    hint += `\n\nFor details, check logs at ${options.logPath}`;
+  }
+
   return new AuthError(
     `Authentication required by server.\n\n` + hint,
     options?.originalError ? { originalError: options.originalError } : undefined
diff --git a/src/lib/sessions.ts b/src/lib/sessions.ts
index 34b9bdb..23aa48c 100644
--- a/src/lib/sessions.ts
+++ b/src/lib/sessions.ts
@@ -381,10 +381,15 @@ export async function consolidateSessions(
       }
 
       // Identify crashed or unauthorized sessions eligible for automatic reconnection.
-      // Unauthorized sessions are included because another session sharing the same OAuth
-      // profile may have refreshed the tokens — the bridge reads from keychain on startup.
+      // Unauthorized sessions are only included when the session has an OAuth profile —
+      // another session sharing the same profile may have refreshed the tokens, so a
+      // retry can succeed as the bridge re-reads from keychain on startup. Sessions
+      // without a profile (e.g. static bearer token via --header) cannot self-heal, so
+      // retrying would just flip the status back to 'connecting' on every `mcpc` call
+      // and hide the real state from the user.
       for (const [name, session] of Object.entries(storage.sessions)) {
-        if ((session?.status === 'crashed' || session?.status === 'unauthorized') && !session.pid) {
+        const isRetryableUnauthorized = session?.status === 'unauthorized' && !!session.profileName;
+        if ((session?.status === 'crashed' || isRetryableUnauthorized) && !session.pid) {
           // Skip if a connection was already attempted within the cooldown window
           const lastAttempt = session.lastConnectionAttemptAt
             ? new Date(session.lastConnectionAttemptAt).getTime()
diff --git a/test/e2e/suites/sessions/unauthorized-persist.test.sh b/test/e2e/suites/sessions/unauthorized-persist.test.sh
new file mode 100755
index 0000000..c9eaa8a
--- /dev/null
+++ b/test/e2e/suites/sessions/unauthorized-persist.test.sh
@@ -0,0 +1,98 @@
+#!/bin/bash
+# Test: Sessions that fail with 401 and have no OAuth profile stay 'unauthorized'
+# across `mcpc` invocations, even after the auto-retry cooldown has elapsed.
+# Also verifies the auth error message points at the bridge log file.
+
+source "$(dirname "$0")/../../lib/framework.sh"
+test_init "sessions/unauthorized-persist" --isolated
+
+# Start test server requiring auth. The server's auth check accepts any
+# "Bearer <anything>" value, so sending an Authorization header that doesn't
+# match that shape is enough to trigger 401.
+start_test_server REQUIRE_AUTH=true
+
+SESSION=$(session_name "unauth")
+_SESSIONS_CREATED+=("$SESSION")
+
+# =============================================================================
+# Test: bearer-only session fails with auth error containing log path
+# =============================================================================
+
+test_case "connect with bad bearer token fails with auth error + log path"
+run_mcpc connect "$TEST_SERVER_URL" "$SESSION" \
+  --header "X-Test: true" \
+  --header "Authorization: InvalidScheme not-a-bearer-token"
+assert_failure
+assert_exit_code 4 "should fail with auth exit code (4)"
+assert_contains "$STDERR" "Authentication required by server"
+# The error should point at the bridge log file so the user can investigate
+assert_contains "$STDERR" "check logs at"
+assert_contains "$STDERR" "bridge-${SESSION}.log"
+test_pass
+
+# =============================================================================
+# Test: session is marked unauthorized right after the failed connect
+# =============================================================================
+
+test_case "failed bearer session reports 'unauthorized' status"
+run_mcpc --json
+assert_success
+session_status=$(echo "$STDOUT" | jq -r ".sessions[] | select(.name == \"$SESSION\") | .status")
+if [[ "$session_status" != "unauthorized" ]]; then
+  test_fail "expected status 'unauthorized', got: '$session_status'"
+  exit 1
+fi
+test_pass
+
+# =============================================================================
+# Test: unauthorized bearer session does NOT flip back to 'connecting'
+# after the auto-retry cooldown expires.
+#
+# Before the fix, consolidateSessions() treated all unauthorized sessions as
+# retry candidates and reset the status to 'connecting' on every `mcpc` call
+# (after the 10s cooldown), which both hid the real state from the user and
+# triggered pointless background bridge restarts. Bearer-only sessions cannot
+# self-heal because the token never changes.
+# =============================================================================
+
+test_case "unauthorized bearer session stays unauthorized past the cooldown"
+sessions_file="$MCPC_HOME_DIR/sessions.json"
+assert_file_exists "$sessions_file"
+
+# Age the lastConnectionAttemptAt timestamp well past the 10s cooldown and
+# clear the bridge pid to simulate the bridge having exited — that's the real
+# state consolidateSessions() sees when the user runs `mcpc` well after the
+# original failed connect. Leaving pid set would short-circuit the retry path
+# via `!session.pid`, hiding the bug we are trying to catch.
+old_iso="2000-01-01T00:00:00.000Z"
+tmp_file="$TEST_TMP/sessions.json.$$"
+jq --arg name "$SESSION" --arg when "$old_iso" \
+  '.sessions[$name].lastConnectionAttemptAt = $when
+   | del(.sessions[$name].pid)' \
+  "$sessions_file" > "$tmp_file"
+mv "$tmp_file" "$sessions_file"
+
+# Re-run the list command — consolidateSessions() runs on every list.
+run_mcpc --json
+assert_success
+session_status=$(echo "$STDOUT" | jq -r ".sessions[] | select(.name == \"$SESSION\") | .status")
+if [[ "$session_status" != "unauthorized" ]]; then
+  test_fail "expected status to stay 'unauthorized' after cooldown, got: '$session_status'"
+  exit 1
+fi
+test_pass
+
+# =============================================================================
+# Test: using an unauthorized session surfaces the auth error + log path
+# =============================================================================
+
+test_case "using unauthorized session surfaces auth error with log path"
+run_mcpc "$SESSION" tools-list
+assert_failure
+assert_exit_code 4 "should fail with auth exit code (4)"
+assert_contains "$STDERR" "Authentication required by server"
+assert_contains "$STDERR" "check logs at"
+assert_contains "$STDERR" "bridge-${SESSION}.log"
+test_pass
+
+test_done