diff --git a/playwriter/CHANGELOG.md b/playwriter/CHANGELOG.md
index 12c79fd..55fc5ba 100644
--- a/playwriter/CHANGELOG.md
+++ b/playwriter/CHANGELOG.md
@@ -1,5 +1,13 @@
 # Changelog
 
+## 0.0.20
+
+### Patch Changes
+
+- **Timestamped log files**: Log files now include timestamps in filename (`relay-server-{timestamp}.log`) instead of overwriting a single file
+- **Automatic log cleanup**: Keeps only the 10 most recent log files, deleting older ones automatically
+- **Async log writes**: Logger now uses a queue for async file writes instead of blocking sync writes
+
 ## 0.0.19
 
 ### Patch Changes
diff --git a/playwriter/package.json b/playwriter/package.json
index 9a14855..a09725c 100644
--- a/playwriter/package.json
+++ b/playwriter/package.json
@@ -1,7 +1,7 @@
 {
   "name": "playwriter",
   "description": "",
-  "version": "0.0.19",
+  "version": "0.0.20",
   "type": "module",
   "main": "dist/index.js",
   "types": "dist/index.d.ts",
diff --git a/playwriter/src/create-logger.ts b/playwriter/src/create-logger.ts
index c5d5d5d..cc7c40c 100644
--- a/playwriter/src/create-logger.ts
+++ b/playwriter/src/create-logger.ts
@@ -1,26 +1,56 @@
 import fs from 'node:fs'
+import path from 'node:path'
 import util from 'node:util'
-import { ensureDataDir, getLogFilePath } from './utils.js'
+import { LOG_FILE_PATH } from './utils.js'
 
 export type Logger = {
-  log(...args: unknown[]): void
-  error(...args: unknown[]): void
+  log(...args: unknown[]): Promise<void>
+  error(...args: unknown[]): Promise<void>
+  logFilePath: string
+}
+
+function cleanupOldLogs(logsDir: string): void {
+  if (!fs.existsSync(logsDir)) {
+    return
+  }
+  const files = fs.readdirSync(logsDir)
+    .filter((f) => f.startsWith('relay-server-') && f.endsWith('.log'))
+    .map((f) => ({
+      name: f,
+      path: path.join(logsDir, f),
+      mtime: fs.statSync(path.join(logsDir, f)).mtime.getTime(),
+    }))
+    .sort((a, b) => b.mtime - a.mtime)
+  
+  if (files.length > 10) {
+    files.slice(10).forEach((f) => {
+      fs.unlinkSync(f.path)
+    })
+  }
 }
 
 export function createFileLogger({ logFilePath }: { logFilePath?: string } = {}): Logger {
-  const resolvedLogFilePath = logFilePath || getLogFilePath()
-  ensureDataDir()
+  const resolvedLogFilePath = logFilePath || LOG_FILE_PATH
+  const logDir = path.dirname(resolvedLogFilePath)
+  if (!fs.existsSync(logDir)) {
+    fs.mkdirSync(logDir, { recursive: true })
+  }
+  cleanupOldLogs(logDir)
   fs.writeFileSync(resolvedLogFilePath, '')
 
-  const log = (...args: unknown[]) => {
+  let queue: Promise<void> = Promise.resolve()
+
+  const log = (...args: unknown[]): Promise<void> => {
     const message = args.map(arg =>
       typeof arg === 'string' ? arg : util.inspect(arg, { depth: null, colors: false })
     ).join(' ')
-    fs.appendFileSync(resolvedLogFilePath, message + '\n')
+    queue = queue.then(() => fs.promises.appendFile(resolvedLogFilePath, message + '\n'))
+    return queue
   }
 
   return {
     log,
-    error: log
+    error: log,
+    logFilePath: resolvedLogFilePath,
   }
 }
diff --git a/playwriter/src/mcp.test.ts b/playwriter/src/mcp.test.ts
index 5fcf6d7..ec377f2 100644
--- a/playwriter/src/mcp.test.ts
+++ b/playwriter/src/mcp.test.ts
@@ -1914,19 +1914,13 @@ describe('CDP Session Tests', () => {
             sampleFunctionNames: functionNames,
         }).toMatchInlineSnapshot(`
           {
-            "durationMicroseconds": 8646,
+            "durationMicroseconds": 11057,
             "hasNodes": true,
-            "nodeCount": 20,
+            "nodeCount": 4,
             "sampleFunctionNames": [
               "(root)",
               "(program)",
               "(idle)",
-              "evaluate",
-              "fibonacci",
-              "fibonacci",
-              "fibonacci",
-              "fibonacci",
-              "fibonacci",
               "fibonacci",
             ],
           }
diff --git a/playwriter/src/mcp.ts b/playwriter/src/mcp.ts
index d4c79e2..8a19685 100644
--- a/playwriter/src/mcp.ts
+++ b/playwriter/src/mcp.ts
@@ -11,7 +11,7 @@ import { fileURLToPath } from 'node:url'
 import vm from 'node:vm'
 import dedent from 'string-dedent'
 import { createPatch } from 'diff'
-import { getCdpUrl, getLogFilePath } from './utils.js'
+import { getCdpUrl, LOG_FILE_PATH } from './utils.js'
 import { waitForPageLoad, WaitForPageLoadOptions, WaitForPageLoadResult } from './wait-for-page-load.js'
 import { getCDPSessionForPage, CDPSession } from './cdp-session.js'
 
@@ -92,7 +92,6 @@ const lastSnapshots: WeakMap<Page, string> = new WeakMap()
 const cdpSessionCache: WeakMap<Page, CDPSession> = new WeakMap()
 
 const RELAY_PORT = 19988
-const LOG_FILE_PATH = getLogFilePath()
 const NO_TABS_ERROR = `No browser tabs are connected. Please install and enable the Playwriter extension on at least one tab: https://chromewebstore.google.com/detail/playwriter-mcp/jfeammnjpkecdekppnclgkkffahnhfhe`
 
 
diff --git a/playwriter/src/start-relay-server.ts b/playwriter/src/start-relay-server.ts
index 84c085c..e02b61c 100644
--- a/playwriter/src/start-relay-server.ts
+++ b/playwriter/src/start-relay-server.ts
@@ -1,11 +1,9 @@
 import { startPlayWriterCDPRelayServer } from './extension/cdp-relay.js'
 import { createFileLogger } from './create-logger.js'
-import { getLogFilePath } from './utils.js'
 
-const logFilePath = getLogFilePath()
 process.title = 'playwriter-ws-server'
 
-const logger = createFileLogger({ logFilePath })
+const logger = createFileLogger()
 
 process.on('uncaughtException', async (err) => {
   await logger.error('Uncaught Exception:', err);
@@ -26,7 +24,7 @@ export async function startServer({ port = 19988 }: { port?: number } = {}) {
   const server = await startPlayWriterCDPRelayServer({ port, logger })
 
   console.log('CDP Relay Server running. Press Ctrl+C to stop.')
-  console.log('Logs are being written to:', logFilePath)
+  console.log('Logs are being written to:', logger.logFilePath)
 
   process.on('SIGINT', () => {
     console.log('\nShutting down...')
diff --git a/playwriter/src/utils.ts b/playwriter/src/utils.ts
index 38e7471..6e5879a 100644
--- a/playwriter/src/utils.ts
+++ b/playwriter/src/utils.ts
@@ -19,10 +19,20 @@ export function ensureDataDir(): string {
   return dataDir
 }
 
-export function getLogFilePath(): string {
-  return process.env.PLAYWRITER_LOG_PATH || path.join(getDataDir(), 'relay-server.log')
+function getLogsDir(): string {
+  return path.join(getDataDir(), 'logs')
 }
 
+function getLogFilePath(): string {
+  if (process.env.PLAYWRITER_LOG_PATH) {
+    return process.env.PLAYWRITER_LOG_PATH
+  }
+  const timestamp = new Date().toISOString().replace(/[:.]/g, '-')
+  return path.join(getLogsDir(), `relay-server-${timestamp}.log`)
+}
+
+export const LOG_FILE_PATH = getLogFilePath()
+
 // export function getDidPromptReviewPath(): string {
 //   return path.join(getDataDir(), 'did-prompt-review')
 // }