diff --git a/packages/container/print.js b/packages/container/print.js
index e2b6f95..7a98bc4 100644
--- a/packages/container/print.js
+++ b/packages/container/print.js
@@ -65,7 +65,6 @@ function printLine(content, delay, color) {
 }
 
 async function printResponses(responses, delay = 100) {
-  await waitTime(1000)
   console.log()
   console.log(colorize('-------------', 'white'))
   for (const response of responses) {
diff --git a/packages/models/quest.js b/packages/models/quest.js
index 8ef7879..39a35ab 100644
--- a/packages/models/quest.js
+++ b/packages/models/quest.js
@@ -11,9 +11,15 @@ const responseSchema = new Schema({
 })
 
 const fileConditionSchema = new Schema({
-  path: String,
+  path: {
+    type: String,
+    required: true,
+  },
   type: String,
-  exists: Boolean,
+  exists: {
+    type: Boolean,
+    default: true,
+  },
 })
 
 const conditionSchema = new Schema({
diff --git a/quests/helloworld/game.yml b/quests/helloworld/game.yml
index ad47ff6..0b4c575 100644
--- a/quests/helloworld/game.yml
+++ b/quests/helloworld/game.yml
@@ -136,22 +136,16 @@ stages:
         content:
           - You are using `less` or the output contains `wow`.
 
-  - id: nested-condition
-    task: Test nested condition
+  - id: test-file-exists
+    task: Test file exists
     repeatable: true
     condition:
-      $or:
-        - pwd:
-            - '^/etc/zsh$'
-          $not:
-            command:
-              - ls
-        - $not:
-            pwd:
-              - '^/etc/zsh$'
-          command:
-            - ls
+      command:
+        - ls
+      files:
+        - path: /home/commander/jail
+          type: folder
     responses:
       - type: narrative
         content:
-          - You are in `/etc/zsh` and not using `ls`, or you are not in `/etc/zsh` and using `ls`.
+          - There is a jail
diff --git a/server/src/containers/docker.js b/server/src/containers/docker.js
index be652f5..12b81cd 100644
--- a/server/src/containers/docker.js
+++ b/server/src/containers/docker.js
@@ -1,4 +1,6 @@
+import { PassThrough } from 'stream'
 import Docker from 'dockerode'
+import { buildFileCheckCmd } from '@linux-odyssey/utils'
 import config from '../config.js'
 
 const engine = new Docker()
@@ -77,3 +79,47 @@ export async function deleteContainer(id) {
   }
   await container.remove()
 }
+
+// Utility function to convert a stream to a string
+function streamToString(stream) {
+  const chunks = []
+  return new Promise((resolve, reject) => {
+    stream.on('data', (chunk) => chunks.push(chunk))
+    stream.on('error', reject)
+    stream.on('end', () => resolve(Buffer.concat(chunks).toString('utf8')))
+    setTimeout(() => resolve(Buffer.concat(chunks).toString('utf8')), 100)
+  })
+}
+
+export async function checkFiles(id, files) {
+  const container = engine.getContainer(id)
+  if (!container) {
+    throw new Error('Container not found')
+  }
+
+  const cmd = buildFileCheckCmd(files)
+  console.log(cmd)
+  const exec = await container.exec({
+    AttachStdout: true,
+    AttachStderr: true,
+    Cmd: ['sh', '-c', cmd],
+  })
+  const execStream = await exec.start()
+  const outStream = new PassThrough()
+  const errStream = new PassThrough()
+
+  console.log('exec started')
+
+  exec.modem.demuxStream(execStream, outStream, errStream)
+  const [output, errorOutput] = await Promise.all([
+    streamToString(outStream),
+    streamToString(errStream),
+  ])
+
+  console.log('output', output, 'errorOutput', errorOutput)
+
+  const execOutput = await exec.inspect()
+  console.log('exit code', execOutput.ExitCode)
+  console.log('exit code === 0', execOutput.ExitCode === 0)
+  return execOutput.ExitCode === 0
+}
diff --git a/server/src/game/commandHandler.js b/server/src/game/commandHandler.js
index da00864..5fe13c5 100644
--- a/server/src/game/commandHandler.js
+++ b/server/src/game/commandHandler.js
@@ -3,6 +3,7 @@ import { FileGraph } from '@linux-odyssey/file-graph'
 import { Quest } from '@linux-odyssey/models'
 import { pushToSession } from '../api/socket.js'
 import SessionHandler from './sessionHandler.js'
+import { checkFiles } from '../containers/docker.js'
 
 // 檢查 pattern 是否符合 input
 const checkMatch = (pattern, input) => {
@@ -53,15 +54,31 @@ export default class CommandHandler extends SessionHandler {
     this.session.graph = graph
   }
 
-  isMatch(condition) {
+  async isMatch(condition) {
     const keys = ['command', 'output', 'error', 'pwd']
-    console.log('condition', condition)
-    return (
-      keys.every((k) => checkMatch(condition[k], this.commandInput[k])) &&
-      (condition.$or.length === 0 ||
-        condition.$or.some((c) => this.isMatch(c))) &&
-      (!condition.$not || !this.isMatch(condition.$not))
-    )
+    if (keys.some((k) => !checkMatch(condition[k], this.commandInput[k]))) {
+      return false
+    }
+    if (condition.files.length > 0) {
+      const match = await this.checkFiles(condition.files)
+      if (!match) return false
+    }
+    if (condition.$not) {
+      const match = await this.isMatch(condition.$not)
+      if (match) return false
+    }
+    if (condition.$or.length > 0) {
+      const matches = await Promise.all(
+        condition.$or.map((c) => this.isMatch(c))
+      )
+      if (matches.every((m) => m === false)) return false
+    }
+    return true
+  }
+
+  checkFiles(files) {
+    console.log('checkFiles', files)
+    return checkFiles(this.session.containerId, files)
   }
 
   async run() {
@@ -75,9 +92,18 @@ export default class CommandHandler extends SessionHandler {
     this.handleEvent()
     this.handleCommand()
 
-    const response = stages
-      .filter((s) => this.isMatch(s.condition))
-      .reduce((r, s) => ({ ...r, ...this.execute(s) }), {})
+    const matches = await Promise.all(
+      stages.map((stage) => this.isMatch(stage.condition))
+    )
+
+    console.log('matches', matches)
+
+    const filteredStages = stages.filter((_, i) => matches[i])
+    console.log('filteredStages', filteredStages)
+    const response = filteredStages.reduce(
+      (r, s) => ({ ...r, ...this.execute(s) }),
+      {}
+    )
 
     return {
       end: this.session.status === 'finished',