diff --git a/docs/issues/skills-path-cross-platform-repair/plan.md b/docs/issues/skills-path-cross-platform-repair/plan.md
new file mode 100644
index 000000000..cca17f034
--- /dev/null
+++ b/docs/issues/skills-path-cross-platform-repair/plan.md
@@ -0,0 +1,25 @@
+# Skills Path Cross-Platform Repair Plan
+
+## Approach
+
+Extend `SkillPresenter.resolveSkillsDir()` with a small default-path repair step. The repair only
+matches paths that look like DeepChat's default skills location under an OS user home directory:
+
+- `/Users/<name>/.deepchat/skills`
+- `<drive>:\Users\<name>\.deepchat\skills`
+
+If matched, return the same suffix under the current `app.getPath('home')` default skills root.
+This keeps intentionally custom paths unchanged while covering stale OS/account defaults.
+
+## Compatibility
+
+The current malformed path repair for `C:\Users\name.deepchat\skills` is preserved. Existing valid
+configured paths continue to resolve through `path.resolve()`.
+
+## Test Strategy
+
+Add constructor-level `getSkillsDir()` assertions in `skillPresenter.test.ts` for:
+
+- POSIX stale default path repair.
+- Windows stale default path repair.
+- Existing malformed `.deepchat` repair remains unchanged.
diff --git a/docs/issues/skills-path-cross-platform-repair/spec.md b/docs/issues/skills-path-cross-platform-repair/spec.md
new file mode 100644
index 000000000..59003014a
--- /dev/null
+++ b/docs/issues/skills-path-cross-platform-repair/spec.md
@@ -0,0 +1,32 @@
+# Skills Path Cross-Platform Repair
+
+## Problem
+
+DeepChat can fail during startup when the persisted `skillsPath` points to a default skills
+directory from another OS or user profile, such as `/Users/old-user/.deepchat/skills` on Windows.
+Windows resolves that POSIX-looking path under the current drive, then startup attempts to create a
+directory like `C:\Users\old-user\.deepchat\skills` and can fail with `EPERM`.
+
+## User Story
+
+As a user who moved configuration between machines or OS accounts, I want DeepChat to recover from
+stale default skills paths so the app still opens and uses the current profile's skills directory.
+
+## Acceptance Criteria
+
+- Startup repairs stale default skills paths from POSIX `/Users/<name>/.deepchat/skills`.
+- Startup repairs stale default skills paths from Windows `C:\Users\<name>\.deepchat\skills`.
+- Repair keeps any path suffix below `skills`.
+- Non-default custom skills paths remain unchanged.
+- Existing malformed `.deepchat` path repair keeps working.
+
+## Non-Goals
+
+- Do not migrate arbitrary custom directories.
+- Do not change skill discovery, installation, or sync behavior.
+- Do not add a new settings migration framework.
+
+## Constraints
+
+- Keep the change localized to the existing `SkillPresenter` startup path handling.
+- Add focused unit coverage for the repaired path patterns.
diff --git a/docs/issues/skills-path-cross-platform-repair/tasks.md b/docs/issues/skills-path-cross-platform-repair/tasks.md
new file mode 100644
index 000000000..b85b57f63
--- /dev/null
+++ b/docs/issues/skills-path-cross-platform-repair/tasks.md
@@ -0,0 +1,6 @@
+# Skills Path Cross-Platform Repair Tasks
+
+- [x] Document the issue and repair scope.
+- [x] Extend `SkillPresenter.resolveSkillsDir()` repair logic.
+- [x] Add focused unit tests for cross-platform stale default paths.
+- [x] Run formatting and the targeted SkillPresenter test.
diff --git a/src/main/presenter/skillPresenter/index.ts b/src/main/presenter/skillPresenter/index.ts
index 527427ecd..613759769 100644
--- a/src/main/presenter/skillPresenter/index.ts
+++ b/src/main/presenter/skillPresenter/index.ts
@@ -228,6 +228,13 @@ export class SkillPresenter implements ISkillPresenter {
     const homeDir = homePath ? path.resolve(homePath) : path.resolve('.')
     const fallbackDir = path.join(homeDir, '.deepchat', 'skills')
     const resolved = normalized ? path.resolve(normalized) : fallbackDir
+    const repairedDefaultPath = normalized
+      ? this.repairPortableDefaultSkillsPath(normalized, homeDir)
+      : null
+
+    if (repairedDefaultPath) {
+      return repairedDefaultPath
+    }
 
     // Repair malformed paths like: C:\Users\name.deepchat\skills
     const brokenPrefix = `${homeDir}.deepchat`
@@ -246,6 +253,20 @@ export class SkillPresenter implements ISkillPresenter {
     return resolved
   }
 
+  private repairPortableDefaultSkillsPath(configuredPath: string, homeDir: string): string | null {
+    const slashPath = configuredPath.replace(/\\/g, '/')
+    const match =
+      slashPath.match(/^\/Users\/[^/]+\/\.deepchat\/skills(?:\/(.*))?$/i) ??
+      slashPath.match(/^[A-Za-z]:\/Users\/[^/]+\/\.deepchat\/skills(?:\/(.*))?$/i)
+
+    if (!match) {
+      return null
+    }
+
+    const suffixParts = (match[1] ?? '').split('/').filter(Boolean)
+    return path.join(homeDir, '.deepchat', 'skills', ...suffixParts)
+  }
+
   /**
    * Ensure the skills directory exists
    */
diff --git a/test/main/presenter/skillPresenter/skillPresenter.test.ts b/test/main/presenter/skillPresenter/skillPresenter.test.ts
index f96b2338e..8870e26ca 100644
--- a/test/main/presenter/skillPresenter/skillPresenter.test.ts
+++ b/test/main/presenter/skillPresenter/skillPresenter.test.ts
@@ -284,11 +284,12 @@ describe('SkillPresenter', () => {
       expect(fs.existsSync).toHaveBeenCalled()
     })
 
-    it('should use configured skills path when provided', () => {
+    it('should use configured skills path when provided', async () => {
       ;(mockConfigPresenter.getSkillsPath as Mock).mockReturnValue('/custom/skills/path')
 
       const presenter = new SkillPresenter(mockConfigPresenter, skillSessionStatePort as any)
       expect(mockConfigPresenter.getSkillsPath).toHaveBeenCalled()
+      await expect(presenter.getSkillsDir()).resolves.toBe('/custom/skills/path')
       presenter.destroy()
     })
 
@@ -312,6 +313,36 @@ describe('SkillPresenter', () => {
       await expect(presenter.getSkillsDir()).resolves.toBe('/mock/home/.deepchat/skills')
       presenter.destroy()
     })
+
+    it('should repair stale POSIX default skills paths from another user profile', async () => {
+      ;(mockConfigPresenter.getSkillsPath as Mock).mockReturnValue(
+        '/Users/legacy-user/.deepchat/skills'
+      )
+      ;(app.getPath as Mock).mockImplementation((name: string) => {
+        if (name === 'home') return '/mock/home'
+        if (name === 'temp') return '/mock/temp'
+        return '/mock/' + name
+      })
+
+      const presenter = new SkillPresenter(mockConfigPresenter, skillSessionStatePort as any)
+      await expect(presenter.getSkillsDir()).resolves.toBe('/mock/home/.deepchat/skills')
+      presenter.destroy()
+    })
+
+    it('should repair stale Windows default skills paths from another user profile', async () => {
+      ;(mockConfigPresenter.getSkillsPath as Mock).mockReturnValue(
+        'C:\\Users\\legacy-user\\.deepchat\\skills\\nested'
+      )
+      ;(app.getPath as Mock).mockImplementation((name: string) => {
+        if (name === 'home') return '/mock/home'
+        if (name === 'temp') return '/mock/temp'
+        return '/mock/' + name
+      })
+
+      const presenter = new SkillPresenter(mockConfigPresenter, skillSessionStatePort as any)
+      await expect(presenter.getSkillsDir()).resolves.toBe('/mock/home/.deepchat/skills/nested')
+      presenter.destroy()
+    })
   })
 
   describe('getSkillsDir', () => {