diff --git a/docs/cli/telemetry.md b/docs/cli/telemetry.md
index 9bf662b2a1..407ba101f2 100644
--- a/docs/cli/telemetry.md
+++ b/docs/cli/telemetry.md
@@ -320,6 +320,8 @@ Captures startup configuration and user prompt submissions.
 
 Tracks changes and duration of approval modes.
 
+##### Lifecycle
+
 - `approval_mode_switch`: Approval mode was changed.
   - **Attributes**:
     - `from_mode` (string)
@@ -330,6 +332,15 @@ Tracks changes and duration of approval modes.
     - `mode` (string)
     - `duration_ms` (int)
 
+##### Execution
+
+These events track the execution of an approval mode, such as Plan Mode.
+
+- `plan_execution`: A plan was executed and the session switched from plan mode
+  to active execution.
+  - **Attributes**:
+    - `approval_mode` (string)
+
 #### Tools
 
 Captures tool executions, output truncation, and Edit behavior.
@@ -710,6 +721,17 @@ Agent lifecycle metrics: runs, durations, and turns.
   - **Attributes**:
     - `agent_name` (string)
 
+##### Approval Mode
+
+###### Execution
+
+These metrics track the adoption and usage of specific approval workflows, such
+as Plan Mode.
+
+- `gemini_cli.plan.execution.count` (Counter, Int): Counts plan executions.
+  - **Attributes**:
+    - `approval_mode` (string)
+
 ##### UI
 
 UI stability signals such as flicker count.
diff --git a/packages/core/src/telemetry/clearcut-logger/clearcut-logger.ts b/packages/core/src/telemetry/clearcut-logger/clearcut-logger.ts
index d7c9656234..83fe62006e 100644
--- a/packages/core/src/telemetry/clearcut-logger/clearcut-logger.ts
+++ b/packages/core/src/telemetry/clearcut-logger/clearcut-logger.ts
@@ -45,6 +45,7 @@ import type {
   HookCallEvent,
   ApprovalModeSwitchEvent,
   ApprovalModeDurationEvent,
+  PlanExecutionEvent,
 } from '../types.js';
 import { EventMetadataKey } from './event-metadata-key.js';
 import type { Config } from '../../config/config.js';
@@ -106,6 +107,7 @@ export enum EventNames {
   HOOK_CALL = 'hook_call',
   APPROVAL_MODE_SWITCH = 'approval_mode_switch',
   APPROVAL_MODE_DURATION = 'approval_mode_duration',
+  PLAN_EXECUTION = 'plan_execution',
 }
 
 export interface LogResponse {
@@ -1543,6 +1545,18 @@ export class ClearcutLogger {
     this.flushIfNeeded();
   }
 
+  logPlanExecutionEvent(event: PlanExecutionEvent): void {
+    const data: EventValue[] = [
+      {
+        gemini_cli_key: EventMetadataKey.GEMINI_CLI_APPROVAL_MODE,
+        value: event.approval_mode,
+      },
+    ];
+
+    this.enqueueLogEvent(this.createLogEvent(EventNames.PLAN_EXECUTION, data));
+    this.flushIfNeeded();
+  }
+
   /**
    * Adds default fields to data, and returns a new data array.  This fields
    * should exist on all log events.
diff --git a/packages/core/src/telemetry/loggers.ts b/packages/core/src/telemetry/loggers.ts
index b20dac21b2..945e3a2f6b 100644
--- a/packages/core/src/telemetry/loggers.ts
+++ b/packages/core/src/telemetry/loggers.ts
@@ -55,6 +55,7 @@ import type {
   HookCallEvent,
   StartupStatsEvent,
   LlmLoopCheckEvent,
+  PlanExecutionEvent,
 } from './types.js';
 import {
   recordApiErrorMetrics,
@@ -73,6 +74,7 @@ import {
   recordRecoveryAttemptMetrics,
   recordLinesChanged,
   recordHookCallMetrics,
+  recordPlanExecution,
 } from './metrics.js';
 import { bufferTelemetryEvent } from './sdk.js';
 import type { UiEvent } from './uiTelemetry.js';
@@ -719,6 +721,20 @@ export function logApprovalModeDuration(
   });
 }
 
+export function logPlanExecution(config: Config, event: PlanExecutionEvent) {
+  ClearcutLogger.getInstance(config)?.logPlanExecutionEvent(event);
+  bufferTelemetryEvent(() => {
+    logs.getLogger(SERVICE_NAME).emit({
+      body: event.toLogBody(),
+      attributes: event.toOpenTelemetryAttributes(config),
+    });
+
+    recordPlanExecution(config, {
+      approval_mode: event.approval_mode,
+    });
+  });
+}
+
 export function logHookCall(config: Config, event: HookCallEvent): void {
   ClearcutLogger.getInstance(config)?.logHookCallEvent(event);
   bufferTelemetryEvent(() => {
diff --git a/packages/core/src/telemetry/metrics.test.ts b/packages/core/src/telemetry/metrics.test.ts
index f1f7f2d223..b395674b28 100644
--- a/packages/core/src/telemetry/metrics.test.ts
+++ b/packages/core/src/telemetry/metrics.test.ts
@@ -96,6 +96,7 @@ describe('Telemetry Metrics', () => {
   let recordAgentRunMetricsModule: typeof import('./metrics.js').recordAgentRunMetrics;
   let recordLinesChangedModule: typeof import('./metrics.js').recordLinesChanged;
   let recordSlowRenderModule: typeof import('./metrics.js').recordSlowRender;
+  let recordPlanExecutionModule: typeof import('./metrics.js').recordPlanExecution;
 
   beforeEach(async () => {
     vi.resetModules();
@@ -140,6 +141,7 @@ describe('Telemetry Metrics', () => {
     recordAgentRunMetricsModule = metricsJsModule.recordAgentRunMetrics;
     recordLinesChangedModule = metricsJsModule.recordLinesChanged;
     recordSlowRenderModule = metricsJsModule.recordSlowRender;
+    recordPlanExecutionModule = metricsJsModule.recordPlanExecution;
 
     const otelApiModule = await import('@opentelemetry/api');
 
@@ -218,6 +220,29 @@ describe('Telemetry Metrics', () => {
     });
   });
 
+  describe('recordPlanExecution', () => {
+    it('does not record metrics if not initialized', () => {
+      const config = makeFakeConfig({});
+      recordPlanExecutionModule(config, { approval_mode: 'default' });
+      expect(mockCounterAddFn).not.toHaveBeenCalled();
+    });
+
+    it('records a plan execution event when initialized', () => {
+      const config = makeFakeConfig({});
+      initializeMetricsModule(config);
+      recordPlanExecutionModule(config, { approval_mode: 'autoEdit' });
+
+      // Called for session, then for plan execution
+      expect(mockCounterAddFn).toHaveBeenCalledTimes(2);
+      expect(mockCounterAddFn).toHaveBeenNthCalledWith(2, 1, {
+        'session.id': 'test-session-id',
+        'installation.id': 'test-installation-id',
+        'user.email': 'test@example.com',
+        approval_mode: 'autoEdit',
+      });
+    });
+  });
+
   describe('initializeMetrics', () => {
     const mockConfig = {
       getSessionId: () => 'test-session-id',
diff --git a/packages/core/src/telemetry/metrics.ts b/packages/core/src/telemetry/metrics.ts
index 765a017559..c6da448f54 100644
--- a/packages/core/src/telemetry/metrics.ts
+++ b/packages/core/src/telemetry/metrics.ts
@@ -66,6 +66,7 @@ const BASELINE_COMPARISON = 'gemini_cli.performance.baseline.comparison';
 const FLICKER_FRAME_COUNT = 'gemini_cli.ui.flicker.count';
 const SLOW_RENDER_LATENCY = 'gemini_cli.ui.slow_render.latency';
 const EXIT_FAIL_COUNT = 'gemini_cli.exit.fail.count';
+const PLAN_EXECUTION_COUNT = 'gemini_cli.plan.execution.count';
 
 const baseMetricDefinition = {
   getCommonAttributes,
@@ -205,6 +206,14 @@ const COUNTER_DEFINITIONS = {
     assign: (c: Counter) => (exitFailCounter = c),
     attributes: {} as Record<string, never>,
   },
+  [PLAN_EXECUTION_COUNT]: {
+    description: 'Counts plan executions (switching from Plan Mode).',
+    valueType: ValueType.INT,
+    assign: (c: Counter) => (planExecutionCounter = c),
+    attributes: {} as {
+      approval_mode: string;
+    },
+  },
   [EVENT_HOOK_CALL_COUNT]: {
     description: 'Counts hook calls, tagged by hook event name and success.',
     valueType: ValueType.INT,
@@ -529,6 +538,7 @@ let agentRecoveryAttemptCounter: Counter | undefined;
 let agentRecoveryAttemptDurationHistogram: Histogram | undefined;
 let flickerFrameCounter: Counter | undefined;
 let exitFailCounter: Counter | undefined;
+let planExecutionCounter: Counter | undefined;
 let slowRenderHistogram: Histogram | undefined;
 let hookCallCounter: Counter | undefined;
 let hookCallLatencyHistogram: Histogram | undefined;
@@ -720,6 +730,20 @@ export function recordExitFail(config: Config): void {
   exitFailCounter.add(1, baseMetricDefinition.getCommonAttributes(config));
 }
 
+/**
+ * Records a metric for when a plan is executed.
+ */
+export function recordPlanExecution(
+  config: Config,
+  attributes: MetricDefinitions[typeof PLAN_EXECUTION_COUNT]['attributes'],
+): void {
+  if (!planExecutionCounter || !isMetricsInitialized) return;
+  planExecutionCounter.add(1, {
+    ...baseMetricDefinition.getCommonAttributes(config),
+    ...attributes,
+  });
+}
+
 /**
  * Records a metric for when a UI frame is slow in rendering
  */
diff --git a/packages/core/src/telemetry/types.ts b/packages/core/src/telemetry/types.ts
index 2d98234ee3..e12b2847eb 100644
--- a/packages/core/src/telemetry/types.ts
+++ b/packages/core/src/telemetry/types.ts
@@ -1603,6 +1603,7 @@ export type TelemetryEvent =
   | StartupStatsEvent
   | WebFetchFallbackAttemptEvent
   | EditStrategyEvent
+  | PlanExecutionEvent
   | RewindEvent
   | EditCorrectionEvent;
 
@@ -1894,12 +1895,17 @@ export class WebFetchFallbackAttemptEvent implements BaseTelemetryEvent {
 }
 
 export const EVENT_HOOK_CALL = 'gemini_cli.hook_call';
+
+export const EVENT_APPROVAL_MODE_SWITCH =
+  'gemini_cli.plan.approval_mode_switch';
 export class ApprovalModeSwitchEvent implements BaseTelemetryEvent {
   eventName = 'approval_mode_switch';
   from_mode: ApprovalMode;
   to_mode: ApprovalMode;
 
   constructor(fromMode: ApprovalMode, toMode: ApprovalMode) {
+    this['event.name'] = this.eventName;
+    this['event.timestamp'] = new Date().toISOString();
     this.from_mode = fromMode;
     this.to_mode = toMode;
   }
@@ -1909,7 +1915,7 @@ export class ApprovalModeSwitchEvent implements BaseTelemetryEvent {
   toOpenTelemetryAttributes(config: Config): LogAttributes {
     return {
       ...getCommonAttributes(config),
-      event_name: this.eventName,
+      event_name: EVENT_APPROVAL_MODE_SWITCH,
       from_mode: this.from_mode,
       to_mode: this.to_mode,
     };
@@ -1920,12 +1926,16 @@ export class ApprovalModeSwitchEvent implements BaseTelemetryEvent {
   }
 }
 
+export const EVENT_APPROVAL_MODE_DURATION =
+  'gemini_cli.plan.approval_mode_duration';
 export class ApprovalModeDurationEvent implements BaseTelemetryEvent {
   eventName = 'approval_mode_duration';
   mode: ApprovalMode;
   duration_ms: number;
 
   constructor(mode: ApprovalMode, durationMs: number) {
+    this['event.name'] = this.eventName;
+    this['event.timestamp'] = new Date().toISOString();
     this.mode = mode;
     this.duration_ms = durationMs;
   }
@@ -1935,7 +1945,7 @@ export class ApprovalModeDurationEvent implements BaseTelemetryEvent {
   toOpenTelemetryAttributes(config: Config): LogAttributes {
     return {
       ...getCommonAttributes(config),
-      event_name: this.eventName,
+      event_name: EVENT_APPROVAL_MODE_DURATION,
       mode: this.mode,
       duration_ms: this.duration_ms,
     };
@@ -1946,6 +1956,33 @@ export class ApprovalModeDurationEvent implements BaseTelemetryEvent {
   }
 }
 
+export const EVENT_PLAN_EXECUTION = 'gemini_cli.plan.execution';
+export class PlanExecutionEvent implements BaseTelemetryEvent {
+  eventName = 'plan_execution';
+  approval_mode: ApprovalMode;
+
+  constructor(approvalMode: ApprovalMode) {
+    this['event.name'] = this.eventName;
+    this['event.timestamp'] = new Date().toISOString();
+    this.approval_mode = approvalMode;
+  }
+  'event.name': string;
+  'event.timestamp': string;
+
+  toOpenTelemetryAttributes(config: Config): LogAttributes {
+    return {
+      ...getCommonAttributes(config),
+      'event.name': EVENT_PLAN_EXECUTION,
+      'event.timestamp': this['event.timestamp'],
+      approval_mode: this.approval_mode,
+    };
+  }
+
+  toLogBody(): string {
+    return `Plan executed with approval mode: ${this.approval_mode}`;
+  }
+}
+
 export class HookCallEvent implements BaseTelemetryEvent {
   'event.name': string;
   'event.timestamp': string;
diff --git a/packages/core/src/tools/exit-plan-mode.test.ts b/packages/core/src/tools/exit-plan-mode.test.ts
index 1c6ad7d876..3e226c5142 100644
--- a/packages/core/src/tools/exit-plan-mode.test.ts
+++ b/packages/core/src/tools/exit-plan-mode.test.ts
@@ -15,6 +15,11 @@ import { ApprovalMode } from '../policy/types.js';
 import * as fs from 'node:fs';
 import os from 'node:os';
 import { validatePlanPath } from '../utils/planUtils.js';
+import * as loggers from '../telemetry/loggers.js';
+
+vi.mock('../telemetry/loggers.js', () => ({
+  logPlanExecution: vi.fn(),
+}));
 
 describe('ExitPlanModeTool', () => {
   let tool: ExitPlanModeTool;
@@ -288,6 +293,30 @@ Ask the user for specific feedback on how to improve the plan.`,
       });
     });
 
+    it('should log plan execution event when plan is approved', async () => {
+      const planRelativePath = createPlanFile('test.md', '# Content');
+      const invocation = tool.build({ plan_path: planRelativePath });
+
+      const confirmDetails = await invocation.shouldConfirmExecute(
+        new AbortController().signal,
+      );
+      if (confirmDetails === false) return;
+
+      await confirmDetails.onConfirm(ToolConfirmationOutcome.ProceedOnce, {
+        approved: true,
+        approvalMode: ApprovalMode.AUTO_EDIT,
+      });
+
+      await invocation.execute(new AbortController().signal);
+
+      expect(loggers.logPlanExecution).toHaveBeenCalledWith(
+        mockConfig,
+        expect.objectContaining({
+          approval_mode: ApprovalMode.AUTO_EDIT,
+        }),
+      );
+    });
+
     it('should return cancellation message when cancelled', async () => {
       const planRelativePath = createPlanFile('test.md', '# Content');
       const invocation = tool.build({ plan_path: planRelativePath });
diff --git a/packages/core/src/tools/exit-plan-mode.ts b/packages/core/src/tools/exit-plan-mode.ts
index 3916eb79eb..ff2310bab0 100644
--- a/packages/core/src/tools/exit-plan-mode.ts
+++ b/packages/core/src/tools/exit-plan-mode.ts
@@ -22,6 +22,8 @@ import { validatePlanPath, validatePlanContent } from '../utils/planUtils.js';
 import { ApprovalMode } from '../policy/types.js';
 import { checkExhaustive } from '../utils/checks.js';
 import { resolveToRealPath, isSubpath } from '../utils/paths.js';
+import { logPlanExecution } from '../telemetry/loggers.js';
+import { PlanExecutionEvent } from '../telemetry/types.js';
 
 /**
  * Returns a human-readable description for an approval mode.
@@ -226,6 +228,8 @@ export class ExitPlanModeInvocation extends BaseToolInvocation<
       this.config.setApprovalMode(newMode);
       this.config.setApprovedPlanPath(resolvedPlanPath);
 
+      logPlanExecution(this.config, new PlanExecutionEvent(newMode));
+
       const description = getApprovalModeDescription(newMode);
 
       return {