diff --git a/src/hooks/auto-update-checker/checker.ts b/src/hooks/auto-update-checker/checker.ts
index 00fa088..2991996 100644
--- a/src/hooks/auto-update-checker/checker.ts
+++ b/src/hooks/auto-update-checker/checker.ts
@@ -9,7 +9,10 @@ import {
   INSTALLED_PACKAGE_JSON,
   USER_OPENCODE_CONFIG,
   USER_OPENCODE_CONFIG_JSONC,
+  USER_CONFIG_DIR,
+  getWindowsAppdataDir,
 } from "./constants"
+import * as os from "node:os"
 import { log } from "../../shared/logger"
 
 export function isLocalDevMode(directory: string): boolean {
@@ -23,12 +26,32 @@ function stripJsonComments(json: string): string {
 }
 
 function getConfigPaths(directory: string): string[] {
-  return [
+  const paths = [
     path.join(directory, ".opencode", "opencode.json"),
     path.join(directory, ".opencode", "opencode.jsonc"),
     USER_OPENCODE_CONFIG,
     USER_OPENCODE_CONFIG_JSONC,
   ]
+  
+  if (process.platform === "win32") {
+    const crossPlatformDir = path.join(os.homedir(), ".config")
+    const appdataDir = getWindowsAppdataDir()
+    
+    if (appdataDir) {
+      const alternateDir = USER_CONFIG_DIR === crossPlatformDir ? appdataDir : crossPlatformDir
+      const alternateConfig = path.join(alternateDir, "opencode", "opencode.json")
+      const alternateConfigJsonc = path.join(alternateDir, "opencode", "opencode.jsonc")
+      
+      if (!paths.includes(alternateConfig)) {
+        paths.push(alternateConfig)
+      }
+      if (!paths.includes(alternateConfigJsonc)) {
+        paths.push(alternateConfigJsonc)
+      }
+    }
+  }
+  
+  return paths
 }
 
 export function getLocalDevPath(directory: string): string | null {
diff --git a/src/hooks/auto-update-checker/constants.ts b/src/hooks/auto-update-checker/constants.ts
index f216d81..d27a87c 100644
--- a/src/hooks/auto-update-checker/constants.ts
+++ b/src/hooks/auto-update-checker/constants.ts
@@ -1,5 +1,6 @@
 import * as path from "node:path"
 import * as os from "node:os"
+import * as fs from "node:fs"
 
 export const PACKAGE_NAME = "oh-my-opencode"
 export const NPM_REGISTRY_URL = `https://registry.npmjs.org/-/package/${PACKAGE_NAME}/dist-tags`
@@ -28,14 +29,36 @@ export const INSTALLED_PACKAGE_JSON = path.join(
 
 /**
  * OpenCode config file locations (priority order)
+ * On Windows, checks ~/.config first (cross-platform), then %APPDATA% (fallback)
+ * This matches shared/config-path.ts behavior for consistency
  */
 function getUserConfigDir(): string {
   if (process.platform === "win32") {
-    return process.env.APPDATA ?? path.join(os.homedir(), "AppData", "Roaming")
+    const crossPlatformDir = path.join(os.homedir(), ".config")
+    const appdataDir = process.env.APPDATA ?? path.join(os.homedir(), "AppData", "Roaming")
+    
+    // Check cross-platform path first (~/.config)
+    const crossPlatformConfig = path.join(crossPlatformDir, "opencode", "opencode.json")
+    const crossPlatformConfigJsonc = path.join(crossPlatformDir, "opencode", "opencode.jsonc")
+    
+    if (fs.existsSync(crossPlatformConfig) || fs.existsSync(crossPlatformConfigJsonc)) {
+      return crossPlatformDir
+    }
+    
+    // Fall back to %APPDATA%
+    return appdataDir
   }
   return process.env.XDG_CONFIG_HOME ?? path.join(os.homedir(), ".config")
 }
 
+/**
+ * Get the Windows-specific APPDATA directory (for fallback checks)
+ */
+export function getWindowsAppdataDir(): string | null {
+  if (process.platform !== "win32") return null
+  return process.env.APPDATA ?? path.join(os.homedir(), "AppData", "Roaming")
+}
+
 export const USER_CONFIG_DIR = getUserConfigDir()
 export const USER_OPENCODE_CONFIG = path.join(USER_CONFIG_DIR, "opencode", "opencode.json")
 export const USER_OPENCODE_CONFIG_JSONC = path.join(USER_CONFIG_DIR, "opencode", "opencode.jsonc")
diff --git a/src/hooks/auto-update-checker/index.ts b/src/hooks/auto-update-checker/index.ts
index 77a4f50..a7126d9 100644
--- a/src/hooks/auto-update-checker/index.ts
+++ b/src/hooks/auto-update-checker/index.ts
@@ -4,6 +4,7 @@ import { invalidatePackage } from "./cache"
 import { PACKAGE_NAME } from "./constants"
 import { log } from "../../shared/logger"
 import { getConfigLoadErrors, clearConfigLoadErrors } from "../../shared/config-errors"
+import { runBunInstall } from "../../cli/config-manager"
 import type { AutoUpdateCheckerOptions } from "./types"
 
 const SISYPHUS_SPINNER = ["·", "•", "●", "○", "◌", "◦", " "]
@@ -100,16 +101,34 @@ async function runBackgroundUpdateCheck(
 
   if (pluginInfo.isPinned) {
     const updated = updatePinnedVersion(pluginInfo.configPath, pluginInfo.entry, latestVersion)
-    if (updated) {
-      invalidatePackage(PACKAGE_NAME)
-      await showAutoUpdatedToast(ctx, currentVersion, latestVersion)
-      log(`[auto-update-checker] Config updated: ${pluginInfo.entry} → ${PACKAGE_NAME}@${latestVersion}`)
-    } else {
+    if (!updated) {
       await showUpdateAvailableToast(ctx, latestVersion, getToastMessage)
+      log("[auto-update-checker] Failed to update pinned version in config")
+      return
     }
+    log(`[auto-update-checker] Config updated: ${pluginInfo.entry} → ${PACKAGE_NAME}@${latestVersion}`)
+  }
+
+  invalidatePackage(PACKAGE_NAME)
+
+  const installSuccess = await runBunInstallSafe()
+  
+  if (installSuccess) {
+    await showAutoUpdatedToast(ctx, currentVersion, latestVersion)
+    log(`[auto-update-checker] Update installed: ${currentVersion} → ${latestVersion}`)
   } else {
-    invalidatePackage(PACKAGE_NAME)
     await showUpdateAvailableToast(ctx, latestVersion, getToastMessage)
+    log("[auto-update-checker] bun install failed; update not installed (falling back to notification-only)")
+  }
+}
+
+async function runBunInstallSafe(): Promise<boolean> {
+  try {
+    return await runBunInstall()
+  } catch (err) {
+    const errorMessage = err instanceof Error ? err.message : String(err)
+    log("[auto-update-checker] bun install error:", errorMessage)
+    return false
   }
 }