diff --git a/content/docs/user_guides/ai_overview.mdx b/content/docs/user_guides/ai_overview.mdx
index 3106f26a0..823d4e372 100644
--- a/content/docs/user_guides/ai_overview.mdx
+++ b/content/docs/user_guides/ai_overview.mdx
@@ -27,3 +27,15 @@ LibreChat allows you to configure and integrate various AI providers, APIs, and
 4. **Set Default Endpoint and Preset**: Specify a default endpoint and preset to streamline the process of starting new conversations. Here's a video to demonstrate: **[Setting a Default Preset](https://github.com/danny-avila/LibreChat/assets/110412045/bbde830f-18d9-4884-88e5-1bd8f7ac585d)**
 
 5. **Customize Configurations**: Explore advanced configuration options, such as adding custom endpoints like Ollama, Mistral AI or Openrouter.
+
+## Searching
+
+LibreChat has separate search features for the web, your files, and your conversations:
+
+- **Search the web**: Let the AI look up current information. In a regular chat, open the **+** palette in the [message composer](/docs/features/composer) and select **Web Search**. For an agent, enable the **Web Search** capability in the Agent Builder instead. Web search needs both a search provider and a scraper, configured by your admin or with your own API keys when prompted. See [Web Search](/docs/features/web_search).
+
+- **Search your files**: Ask questions about documents you upload. In a regular chat, select **File Search** from the **+** palette. For an agent, enable the **File Search** capability in the Agent Builder. File Search finds passages by meaning using the RAG API, which your admin deploys. See [RAG API (Chat with Files)](/docs/features/rag_api).
+
+- **Search your conversations**: Use the search box in the sidebar to find past messages. It appears only when the admin has enabled Meilisearch. See [Message Search](/docs/features/search).
+
+Web Search and File Search are optional. They show up only when your deployment enables them, which includes turning on the `web_search` or `file_search` agent capability and giving your role the matching permission. If one is missing, ask your admin, or see [Web Search option is not visible](/docs/features/web_search#web-search-option-is-not-visible) and the [`fileSearch` interface setting](/docs/configuration/librechat_yaml/object_structure/interface#filesearch).
diff --git a/e2e/ai-overview-search-verify.spec.ts b/e2e/ai-overview-search-verify.spec.ts
new file mode 100644
index 000000000..446593d25
--- /dev/null
+++ b/e2e/ai-overview-search-verify.spec.ts
@@ -0,0 +1,86 @@
+import { test, expect } from '@playwright/test'
+
+const PAGE = '/docs/user_guides/ai_overview'
+
+test.describe('AI Overview search guidance', () => {
+  test('@scenario:ai-overview-web-search-explained web search names the composer, agents and both required services', async ({
+    page,
+  }) => {
+    await page.goto(PAGE)
+    const main = page.locator('main')
+    const heading = main.locator('h2[id="searching"]')
+    await expect(heading).toBeVisible()
+    await expect(heading).toHaveText('Searching')
+    await expect(main).toContainText('open the + palette in the message composer')
+    await expect(main).toContainText('enable the Web Search capability in the Agent Builder')
+    await expect(main).toContainText('needs both a search provider and a scraper')
+  })
+
+  test('@scenario:ai-overview-search-links-resolve the composer, missing-option and message search links reach their targets', async ({
+    page,
+  }) => {
+    await page.goto(PAGE)
+    const composer = page
+      .locator('main')
+      .getByRole('link', { name: 'message composer', exact: true })
+    await expect(composer).toHaveAttribute('href', /\/docs\/features\/composer$/)
+
+    const missing = page
+      .locator('main')
+      .getByRole('link', { name: 'Web Search option is not visible', exact: true })
+    await expect(missing).toHaveAttribute(
+      'href',
+      /\/docs\/features\/web_search#web-search-option-is-not-visible$/,
+    )
+    await missing.click()
+    await expect(page.locator('[id="web-search-option-is-not-visible"]')).toHaveCount(1)
+
+    await page.goto(PAGE)
+    const messageSearch = page
+      .locator('main')
+      .getByRole('link', { name: 'Message Search', exact: true })
+    await expect(messageSearch).toHaveAttribute('href', /\/docs\/features\/search$/)
+    await messageSearch.click()
+    await expect(page.getByRole('heading', { level: 1, name: 'Message Search' })).toBeVisible()
+  })
+
+  test('@scenario:ai-overview-file-search-explained file search names the composer, agents and the RAG API it relies on', async ({
+    page,
+  }) => {
+    await page.goto(PAGE)
+    const main = page.locator('main')
+    await expect(main).toContainText('In a regular chat, select File Search from the + palette')
+    await expect(main).toContainText('enable the File Search capability in the Agent Builder')
+    await expect(main).toContainText('using the RAG API, which your admin deploys')
+    const rag = main.getByRole('link', { name: 'RAG API (Chat with Files)', exact: true })
+    await expect(rag).toHaveAttribute('href', /\/docs\/features\/rag_api$/)
+    await rag.click()
+    await expect(page).toHaveURL(/\/docs\/features\/rag_api$/)
+  })
+
+  test('@scenario:ai-overview-missing-search-option-explained a reader missing Web Search or File Search learns the capability and role gates and where to look', async ({
+    page,
+  }) => {
+    await page.goto(PAGE)
+    const main = page.locator('main')
+    await expect(main).toContainText(
+      'which includes turning on the web_search or file_search agent capability and giving your role the matching permission',
+    )
+    const setting = main.getByRole('link', { name: 'fileSearch interface setting', exact: true })
+    await expect(setting).toHaveAttribute(
+      'href',
+      /\/docs\/configuration\/librechat_yaml\/object_structure\/interface#filesearch$/,
+    )
+    await setting.click()
+    await expect(page.locator('[id="filesearch"]')).toHaveCount(1)
+  })
+
+  test('@scenario:ai-overview-conversation-search-explained conversation search points to the sidebar and its Meilisearch condition', async ({
+    page,
+  }) => {
+    await page.goto(PAGE)
+    const main = page.locator('main')
+    await expect(main).toContainText('Use the search box in the sidebar to find past messages')
+    await expect(main).toContainText('It appears only when the admin has enabled Meilisearch')
+  })
+})