diff --git a/src/auth/profile-registry.ts b/src/auth/profile-registry.ts
index a0b944b2..35d17193 100644
--- a/src/auth/profile-registry.ts
+++ b/src/auth/profile-registry.ts
@@ -9,6 +9,9 @@ import {
 import type { AccountConfig } from '../config/unified-config-types';
 import { getCcsDir } from '../utils/config-manager';
 import { isValidContextGroupName, normalizeContextGroupName } from './account-context';
+import { createLogger } from '../services/logging';
+
+const logger = createLogger('auth:profile-registry');
 
 /**
  * Profile Registry (Simplified)
@@ -182,6 +185,10 @@ export class ProfileRegistry {
     // Default always stays on implicit 'default' profile (uses ~/.claude/)
 
     this._write(data);
+    logger.stage('route', 'auth.profile.created', 'Profile created in registry', {
+      profile: name,
+      profileType: metadata.type || 'account',
+    });
   }
 
   /**
@@ -235,6 +242,9 @@ export class ProfileRegistry {
     }
 
     this._write(data);
+    logger.stage('cleanup', 'auth.profile.deleted', 'Profile deleted from registry', {
+      profile: name,
+    });
   }
 
   /**
diff --git a/src/cliproxy/auth/oauth-handler.ts b/src/cliproxy/auth/oauth-handler.ts
index 78a3ea6a..3777e9a3 100644
--- a/src/cliproxy/auth/oauth-handler.ts
+++ b/src/cliproxy/auth/oauth-handler.ts
@@ -12,6 +12,7 @@
 
 import * as fs from 'fs';
 import { fail, info, warn, color, ok } from '../../utils/ui';
+import { createLogger } from '../../services/logging';
 import { ensureCLIProxyBinary } from '../binary-manager';
 import { generateConfig } from '../config/config-generator';
 import { CLIProxyProvider } from '../types';
@@ -82,6 +83,8 @@ interface PasteCallbackStartData {
 const PASTE_CALLBACK_AUTH_URL_POLL_INTERVAL_MS = 3000;
 const POLLED_AUTH_LOCAL_TOKEN_GRACE_MS = 15 * 1000;
 
+const logger = createLogger('cliproxy:auth:oauth');
+
 export async function requestPasteCallbackStart(
   provider: CLIProxyProvider,
   target: ProxyTarget,
@@ -800,6 +803,12 @@ export async function triggerOAuth(
 ): Promise<AccountInfo | null> {
   const oauthConfig = getOAuthConfig(provider);
   warnOAuthBanRisk(provider);
+  const oauthStartedAt = Date.now();
+  logger.stage('auth', 'cliproxy.oauth.start', 'Triggering OAuth flow', {
+    provider,
+    add: options.add === true,
+    fromUI: options.fromUI === true,
+  });
   const { verbose = false, add = false, fromUI = false, noIncognito = true } = options;
   const acceptAgyRisk = options.acceptAgyRisk === true;
   const { nickname } = options;
@@ -1055,6 +1064,24 @@ export async function triggerOAuth(
     }
   }
 
+  if (account) {
+    logger.stage(
+      'auth',
+      'cliproxy.oauth.success',
+      'OAuth flow completed successfully',
+      { provider, accountId: account.id },
+      { latencyMs: Date.now() - oauthStartedAt }
+    );
+  } else {
+    logger.stage(
+      'cleanup',
+      'cliproxy.oauth.failed',
+      'OAuth flow failed or was cancelled',
+      { provider },
+      { level: 'warn', latencyMs: Date.now() - oauthStartedAt }
+    );
+  }
+
   return account;
 }
 
@@ -1067,6 +1094,9 @@ export async function ensureAuth(
   options: { verbose?: boolean; headless?: boolean; account?: string } = {}
 ): Promise<boolean> {
   if (isAuthenticated(provider)) {
+    logger.stage('auth', 'cliproxy.auth.cached', 'Provider already authenticated', {
+      provider,
+    });
     if (options.verbose) {
       console.error(`[auth] ${provider} already authenticated`);
     }
@@ -1077,6 +1107,10 @@ export async function ensureAuth(
     return true;
   }
 
+  logger.stage('auth', 'cliproxy.auth.required', 'Provider needs authentication', {
+    provider,
+  });
+
   const oauthConfig = getOAuthConfig(provider);
   console.log(info(`${oauthConfig.displayName} authentication required`));
 
diff --git a/src/commands/doctor-command.ts b/src/commands/doctor-command.ts
index 5c4c9580..084f4cc1 100644
--- a/src/commands/doctor-command.ts
+++ b/src/commands/doctor-command.ts
@@ -5,6 +5,9 @@
  */
 
 import { initUI, header, dim, color, subheader } from '../utils/ui';
+import { createLogger } from '../services/logging';
+
+const logger = createLogger('commands:doctor');
 
 /**
  * Show help for doctor command
@@ -68,15 +71,34 @@ export async function handleDoctorCommand(args: string[]): Promise<void> {
   }
 
   const shouldFix = args.includes('--fix') || args.includes('-f');
+  const startedAt = Date.now();
+  logger.stage('intake', 'doctor.start', 'Doctor health check starting', {
+    fix: shouldFix,
+  });
 
   const DoctorModule = await import('../management/doctor');
   const Doctor = DoctorModule.default;
   const doctor = new Doctor();
 
   await doctor.runAllChecks();
+  logger.stage(
+    'route',
+    'doctor.checks_complete',
+    'Doctor checks complete',
+    { healthy: doctor.isHealthy() },
+    { latencyMs: Date.now() - startedAt }
+  );
 
   if (shouldFix) {
+    logger.stage('dispatch', 'doctor.fix_start', 'Attempting auto-fix', {});
     await doctor.fixIssues();
+    logger.stage(
+      'respond',
+      'doctor.fix_complete',
+      'Doctor auto-fix complete',
+      { healthy: doctor.isHealthy() },
+      { latencyMs: Date.now() - startedAt }
+    );
   }
 
   process.exit(doctor.isHealthy() ? 0 : 1);