diff --git a/apps/desktop/src/components/desktop-onboarding-overlay.test.tsx b/apps/desktop/src/components/desktop-onboarding-overlay.test.tsx
index 379642c9973..1e31fbd3d95 100644
--- a/apps/desktop/src/components/desktop-onboarding-overlay.test.tsx
+++ b/apps/desktop/src/components/desktop-onboarding-overlay.test.tsx
@@ -52,11 +52,11 @@ describe('onboarding Picker', () => {
 
     expect(screen.getByText('Nous Portal')).toBeTruthy()
     expect(screen.getByText('Recommended')).toBeTruthy()
-    expect(screen.queryByText('Anthropic Claude')).toBeNull()
+    expect(screen.queryByText('Anthropic API Key')).toBeNull()
 
     fireEvent.click(screen.getByRole('button', { name: 'Other providers' }))
 
-    expect(screen.getByText('Anthropic Claude')).toBeTruthy()
+    expect(screen.getByText('Anthropic API Key')).toBeTruthy()
     expect(screen.getByRole('button', { name: 'Collapse' })).toBeTruthy()
   })
 
@@ -64,8 +64,8 @@ describe('onboarding Picker', () => {
     setProviders([provider('anthropic', 'Anthropic Claude'), provider('openai-codex', 'OpenAI Codex / ChatGPT')])
     render(<Picker ctx={ctx} />)
 
-    expect(screen.getByText('Anthropic Claude')).toBeTruthy()
-    expect(screen.getByText('OpenAI Codex / ChatGPT')).toBeTruthy()
+    expect(screen.getByText('Anthropic API Key')).toBeTruthy()
+    expect(screen.getByText('OpenAI OAuth (ChatGPT)')).toBeTruthy()
     expect(screen.queryByText('Other sign-in options')).toBeNull()
     expect(screen.queryByText('Recommended')).toBeNull()
   })
diff --git a/apps/desktop/src/components/desktop-onboarding-overlay.tsx b/apps/desktop/src/components/desktop-onboarding-overlay.tsx
index 2763b93b635..75366731549 100644
--- a/apps/desktop/src/components/desktop-onboarding-overlay.tsx
+++ b/apps/desktop/src/components/desktop-onboarding-overlay.tsx
@@ -102,12 +102,14 @@ const API_KEY_OPTIONS: ApiKeyOption[] = [
 
 const PROVIDER_DISPLAY: Record<string, { order: number; title: string }> = {
   nous: { order: 0, title: 'Nous Portal' },
-  anthropic: { order: 1, title: 'Anthropic Claude' },
-  'openai-codex': { order: 2, title: 'OpenAI Codex / ChatGPT' },
-  'minimax-oauth': { order: 3, title: 'MiniMax' },
+  'openai-codex': { order: 1, title: 'OpenAI OAuth (ChatGPT)' },
+  'minimax-oauth': { order: 2, title: 'MiniMax' },
+  'qwen-oauth': { order: 3, title: 'Qwen Code' },
   'xai-oauth': { order: 4, title: 'xAI Grok' },
-  'claude-code': { order: 5, title: 'Claude Code' },
-  'qwen-oauth': { order: 6, title: 'Qwen Code' }
+  // Both Anthropic entries sit at the bottom: the API-key path first, then
+  // the subscription OAuth path (only works with extra usage credits).
+  anthropic: { order: 5, title: 'Anthropic API Key' },
+  'claude-code': { order: 6, title: 'Anthropic OAuth: Required Extra Usage Credits to Use Subscription' }
 }
 
 const assetPath = (path: string) => `${import.meta.env.BASE_URL}${path.replace(/^\/+/, '')}`
diff --git a/hermes_cli/web_server.py b/hermes_cli/web_server.py
index 01eab91965f..2b1835483bc 100644
--- a/hermes_cli/web_server.py
+++ b/hermes_cli/web_server.py
@@ -3099,22 +3099,6 @@ def _claude_code_only_status() -> Dict[str, Any]:
 # show code + verification URL + poll, ``external`` = read-only (delegated
 # to a third-party CLI like Claude Code or Qwen).
 _OAUTH_PROVIDER_CATALOG: tuple[Dict[str, Any], ...] = (
-    {
-        "id": "anthropic",
-        "name": "Anthropic (Claude API)",
-        "flow": "pkce",
-        "cli_command": "hermes auth add anthropic",
-        "docs_url": "https://docs.claude.com/en/api/getting-started",
-        "status_fn": _anthropic_oauth_status,
-    },
-    {
-        "id": "claude-code",
-        "name": "Claude Code (subscription)",
-        "flow": "external",
-        "cli_command": "claude setup-token",
-        "docs_url": "https://docs.claude.com/en/docs/claude-code",
-        "status_fn": _claude_code_only_status,
-    },
     {
         "id": "nous",
         "name": "Nous Portal",
@@ -3125,7 +3109,7 @@ _OAUTH_PROVIDER_CATALOG: tuple[Dict[str, Any], ...] = (
     },
     {
         "id": "openai-codex",
-        "name": "OpenAI Codex (ChatGPT)",
+        "name": "OpenAI OAuth (ChatGPT)",
         "flow": "device_code",
         "cli_command": "hermes auth add openai-codex",
         "docs_url": "https://platform.openai.com/docs",
@@ -3163,6 +3147,25 @@ _OAUTH_PROVIDER_CATALOG: tuple[Dict[str, Any], ...] = (
         "docs_url": "https://hermes-agent.nousresearch.com/docs/guides/xai-grok-oauth",
         "status_fn": None,  # dispatched via auth.get_xai_oauth_auth_status
     },
+    # ── Anthropic / Claude entries sit at the bottom: the API-key path
+    # first, then the subscription OAuth path (which only works with extra
+    # usage credits on top of a Claude Max plan — see disclaimer in name).
+    {
+        "id": "anthropic",
+        "name": "Anthropic API Key",
+        "flow": "pkce",
+        "cli_command": "hermes auth add anthropic",
+        "docs_url": "https://docs.claude.com/en/api/getting-started",
+        "status_fn": _anthropic_oauth_status,
+    },
+    {
+        "id": "claude-code",
+        "name": "Anthropic OAuth: Required Extra Usage Credits to Use Subscription",
+        "flow": "external",
+        "cli_command": "claude setup-token",
+        "docs_url": "https://docs.claude.com/en/docs/claude-code",
+        "status_fn": _claude_code_only_status,
+    },
 )