diff --git a/.env.example b/.env.example
index 4146dc3e5a7..3b6ca1b4566 100644
--- a/.env.example
+++ b/.env.example
@@ -671,6 +671,8 @@ AZURE_AI_SEARCH_SEARCH_OPTION_SELECT=
 # IMAGE_GEN_OAI_BASEURL= # Custom OpenAI base URL for image generation tool
 # IMAGE_GEN_OAI_AZURE_API_VERSION= # Custom Azure OpenAI deployments
 # IMAGE_GEN_OAI_MODEL=gpt-image-1 # OpenAI image model (e.g., gpt-image-1, gpt-image-1.5)
+# IMAGE_GEN_OAI_TIMEOUT_MS=600000 # Image generation request timeout in milliseconds
+# IMAGE_GEN_OAI_MAX_RETRIES=2 # Image generation request retries
 # IMAGE_GEN_OAI_DESCRIPTION=
 # IMAGE_GEN_OAI_DESCRIPTION_WITH_FILES=Custom description for image generation tool when files are present
 # IMAGE_GEN_OAI_DESCRIPTION_NO_FILES=Custom description for image generation tool when no files are present
diff --git a/api/app/clients/tools/structured/OpenAIImageTools.js b/api/app/clients/tools/structured/OpenAIImageTools.js
index d92d17b77e6..e13dab4a43f 100644
--- a/api/app/clients/tools/structured/OpenAIImageTools.js
+++ b/api/app/clients/tools/structured/OpenAIImageTools.js
@@ -11,6 +11,7 @@ const {
   extractBaseURL,
   getProxyDispatcher,
   applyAxiosProxyConfig,
+  getImageGenClientOptions,
 } = require('@librechat/api');
 const { getStrategyFunctions } = require('~/server/services/Files/strategies');
 const { getFiles } = require('~/models');
@@ -126,16 +127,8 @@ function createOpenAIImageTools(fields = {}) {
       if (!prompt) {
         throw new Error('Missing required field: prompt');
       }
-      const clientConfig = { ...closureConfig };
-      const proxyDispatcher = getProxyDispatcher();
-      if (proxyDispatcher) {
-        clientConfig.fetchOptions = {
-          dispatcher: proxyDispatcher,
-        };
-      }
-
       /** @type {OpenAI} */
-      const openai = new OpenAI(clientConfig);
+      const openai = new OpenAI({ ...closureConfig, ...getImageGenClientOptions() });
       let output_format = imageOutputType;
       if (
         background === 'transparent' &&
diff --git a/api/test/app/clients/tools/structured/OpenAIImageTools.test.js b/api/test/app/clients/tools/structured/OpenAIImageTools.test.js
index b83ed5335c6..7d11729c89d 100644
--- a/api/test/app/clients/tools/structured/OpenAIImageTools.test.js
+++ b/api/test/app/clients/tools/structured/OpenAIImageTools.test.js
@@ -27,6 +27,7 @@ jest.mock('@librechat/api', () => ({
   extractBaseURL: jest.fn((url) => url),
   getProxyDispatcher: jest.fn(() => undefined),
   applyAxiosProxyConfig: jest.fn(),
+  getImageGenClientOptions: jest.requireActual('@librechat/api').getImageGenClientOptions,
 }));
 
 jest.mock('~/server/services/Files/strategies', () => ({
@@ -162,3 +163,60 @@ describe('OpenAIImageTools - IMAGE_GEN_OAI_MODEL environment variable', () => {
     );
   });
 });
+
+describe('OpenAIImageTools - client timeout and retries', () => {
+  let originalEnv;
+
+  beforeEach(() => {
+    jest.clearAllMocks();
+    originalEnv = { ...process.env };
+
+    process.env.IMAGE_GEN_OAI_API_KEY = 'test-api-key';
+    delete process.env.IMAGE_GEN_OAI_TIMEOUT_MS;
+    delete process.env.IMAGE_GEN_OAI_MAX_RETRIES;
+
+    OpenAI.mockImplementation(() => ({
+      images: {
+        generate: jest.fn().mockResolvedValue({
+          data: [{ b64_json: 'base64-encoded-image-data' }],
+        }),
+      },
+    }));
+  });
+
+  afterEach(() => {
+    process.env = originalEnv;
+  });
+
+  const createTools = () =>
+    createOpenAIImageTools({
+      isAgent: true,
+      override: false,
+      req: { user: { id: 'test-user' } },
+    });
+
+  it('should pass IMAGE_GEN_OAI_TIMEOUT_MS and IMAGE_GEN_OAI_MAX_RETRIES to the OpenAI client', async () => {
+    process.env.IMAGE_GEN_OAI_TIMEOUT_MS = '1800000';
+    process.env.IMAGE_GEN_OAI_MAX_RETRIES = '0';
+
+    const [imageGenTool] = createTools();
+    await imageGenTool.func({ prompt: 'test prompt' });
+
+    expect(OpenAI).toHaveBeenCalledWith(
+      expect.objectContaining({
+        timeout: 1800000,
+        maxRetries: 0,
+        fetchOptions: { dispatcher: expect.anything() },
+      }),
+    );
+  });
+
+  it('should keep the OpenAI client defaults when the env vars are unset', async () => {
+    const [imageGenTool] = createTools();
+    await imageGenTool.func({ prompt: 'test prompt' });
+
+    const [clientConfig] = OpenAI.mock.calls[0];
+    expect(clientConfig).not.toHaveProperty('timeout');
+    expect(clientConfig).not.toHaveProperty('maxRetries');
+  });
+});
diff --git a/librechat.example.yaml b/librechat.example.yaml
index 982f7fd9d1c..bdbb0249a87 100644
--- a/librechat.example.yaml
+++ b/librechat.example.yaml
@@ -1415,6 +1415,8 @@ endpoints:
 #   jinaApiUrl: '${JINA_API_URL}'  # Custom Jina API URL (optional, defaults to https://api.jina.ai/v1/rerank)
 #   # Other rerankers
 #   cohereApiKey: '${COHERE_API_KEY}'
+#   # Rerank request timeout in milliseconds, applied per page (default: 10000)
+#   rerankerTimeout: 10000
 #   # Search providers
 #   serperApiKey: '${SERPER_API_KEY}'
 #   searxngInstanceUrl: '${SEARXNG_INSTANCE_URL}'
diff --git a/packages/api/src/tools/toolkits/oai.spec.ts b/packages/api/src/tools/toolkits/oai.spec.ts
index e82975d4226..fca00a1319e 100644
--- a/packages/api/src/tools/toolkits/oai.spec.ts
+++ b/packages/api/src/tools/toolkits/oai.spec.ts
@@ -1,4 +1,5 @@
-import { oaiToolkit, IMAGE_SIZE_PATTERN } from './oai';
+import { oaiToolkit, IMAGE_SIZE_PATTERN, getImageGenClientOptions } from './oai';
+import { getDirectDispatcher, getProxyDispatcher } from '~/utils/proxy';
 
 const sizeSchemas = [
   ['image_gen_oai', oaiToolkit.image_gen_oai.schema.properties?.size],
@@ -34,3 +35,48 @@ describe('OpenAI image toolkit size schema', () => {
     },
   );
 });
+
+describe('getImageGenClientOptions', () => {
+  const originalEnv = process.env;
+  const transport = { headersTimeout: 1800000, bodyTimeout: 1800000 };
+
+  afterEach(() => {
+    process.env = originalEnv;
+  });
+
+  it('returns no options when nothing is configured', () => {
+    process.env = {};
+    expect(getImageGenClientOptions()).toEqual({});
+  });
+
+  it('sets the timeout and retries, with matching undici timeouts on the dispatcher', () => {
+    process.env = { IMAGE_GEN_OAI_TIMEOUT_MS: '1800000', IMAGE_GEN_OAI_MAX_RETRIES: '0' };
+    const options = getImageGenClientOptions();
+    expect(options).toMatchObject({ timeout: 1800000, maxRetries: 0 });
+    expect(options.fetchOptions?.dispatcher).toBe(getDirectDispatcher(transport));
+  });
+
+  it('routes through the proxy dispatcher when a proxy is configured', () => {
+    process.env = { PROXY: 'http://proxy.test:8080' };
+    expect(getImageGenClientOptions().fetchOptions?.dispatcher).toBe(getProxyDispatcher());
+
+    process.env.IMAGE_GEN_OAI_TIMEOUT_MS = '1800000';
+    expect(getImageGenClientOptions().fetchOptions?.dispatcher).toBe(
+      getProxyDispatcher(undefined, transport),
+    );
+  });
+
+  it.each([
+    ['IMAGE_GEN_OAI_TIMEOUT_MS', ''],
+    ['IMAGE_GEN_OAI_TIMEOUT_MS', '0'],
+    ['IMAGE_GEN_OAI_TIMEOUT_MS', '-1'],
+    ['IMAGE_GEN_OAI_TIMEOUT_MS', '1.5'],
+    ['IMAGE_GEN_OAI_TIMEOUT_MS', '10s'],
+    ['IMAGE_GEN_OAI_MAX_RETRIES', ''],
+    ['IMAGE_GEN_OAI_MAX_RETRIES', '-1'],
+    ['IMAGE_GEN_OAI_MAX_RETRIES', 'two'],
+  ])('ignores %s=%j', (key, value) => {
+    process.env = { [key]: value };
+    expect(getImageGenClientOptions()).toEqual({});
+  });
+});
diff --git a/packages/api/src/tools/toolkits/oai.ts b/packages/api/src/tools/toolkits/oai.ts
index 19fd2eec547..3d8451502bd 100644
--- a/packages/api/src/tools/toolkits/oai.ts
+++ b/packages/api/src/tools/toolkits/oai.ts
@@ -1,4 +1,6 @@
+import type { Dispatcher } from 'undici';
 import type { ExtendedJsonSchema } from '../registry/schema';
+import { getDirectDispatcher, getProxyDispatcher } from '~/utils/proxy';
 
 /** Default descriptions for image generation tool  */
 const DEFAULT_IMAGE_GEN_DESCRIPTION =
@@ -161,3 +163,40 @@ export const oaiToolkit: {
     responseFormat: 'content_and_artifact' as const,
   },
 } as const;
+
+type ImageGenClientOptions = {
+  timeout?: number;
+  maxRetries?: number;
+  fetchOptions?: { dispatcher: Dispatcher };
+};
+
+const parseInteger = (value?: string): number | undefined => {
+  if (value == null || value.trim() === '') {
+    return undefined;
+  }
+  const parsed = Number(value);
+  return Number.isSafeInteger(parsed) ? parsed : undefined;
+};
+
+/** OpenAI client options for `image_gen_oai`; unset or invalid values keep the client defaults. */
+export function getImageGenClientOptions(): ImageGenClientOptions {
+  const options: ImageGenClientOptions = {};
+  const maxRetries = parseInteger(process.env.IMAGE_GEN_OAI_MAX_RETRIES);
+  if (maxRetries != null && maxRetries >= 0) {
+    options.maxRetries = maxRetries;
+  }
+
+  const timeout = parseInteger(process.env.IMAGE_GEN_OAI_TIMEOUT_MS);
+  if (timeout == null || timeout <= 0) {
+    const dispatcher = getProxyDispatcher();
+    return dispatcher ? { ...options, fetchOptions: { dispatcher } } : options;
+  }
+
+  /** undici's default 300 s headers/body timeouts would otherwise end a longer request first */
+  const transport = { headersTimeout: timeout, bodyTimeout: timeout };
+  options.timeout = timeout;
+  options.fetchOptions = {
+    dispatcher: getProxyDispatcher(undefined, transport) ?? getDirectDispatcher(transport),
+  };
+  return options;
+}
diff --git a/packages/api/src/web/web.spec.ts b/packages/api/src/web/web.spec.ts
index 1a8ae5ceda6..ebabab1bccd 100644
--- a/packages/api/src/web/web.spec.ts
+++ b/packages/api/src/web/web.spec.ts
@@ -2512,6 +2512,7 @@ describe('web.ts', () => {
 
       expect(result.authenticated).toBe(true);
       expect(result.authResult.scraperTimeout).toBe(7500); // Should use default timeout
+      expect(result.authResult.rerankerTimeout).toBeUndefined();
       expect(result.authResult.firecrawlOptions).toEqual({
         includeTags: ['p'],
         formats: ['markdown'],
@@ -2734,6 +2735,34 @@ describe('web.ts', () => {
       expect(result.authResult.scraperTimeout).toBe(7500); // Should use default timeout
       expect(result.authResult.firecrawlOptions).toBeUndefined(); // Should be undefined
     });
+
+    it('should pass rerankerTimeout through to the auth result', async () => {
+      const webSearchConfig = {
+        serperApiKey: '${SERPER_API_KEY}',
+        firecrawlApiKey: '${FIRECRAWL_API_KEY}',
+        jinaApiKey: '${JINA_API_KEY}',
+        safeSearch: SafeSearchTypes.MODERATE,
+        rerankerTimeout: 30000,
+      } as TCustomConfig['webSearch'];
+
+      mockLoadAuthValues.mockImplementation(({ authFields }) => {
+        const result: Record<string, string> = {};
+        authFields.forEach((field: string) => {
+          result[field] = 'test-api-key';
+        });
+        return Promise.resolve(result);
+      });
+
+      const result = await loadWebSearchAuth({
+        userId,
+        webSearchConfig,
+        loadAuthValues: mockLoadAuthValues,
+      });
+
+      expect(result.authenticated).toBe(true);
+      expect(result.authResult.rerankerType).toBe(RerankerTypes.JINA);
+      expect(result.authResult.rerankerTimeout).toBe(30000);
+    });
   });
 
   describe('SSRF protection for user-provided URLs', () => {
diff --git a/packages/api/src/web/web.ts b/packages/api/src/web/web.ts
index ca3372a1c59..100d80b706b 100644
--- a/packages/api/src/web/web.ts
+++ b/packages/api/src/web/web.ts
@@ -656,6 +656,7 @@ export async function loadWebSearchAuth({
     authResult.safeSearch = webSearchConfig?.safeSearch ?? SafeSearchTypes.MODERATE;
   }
   authResult.scraperTimeout = webSearchConfig?.scraperTimeout ?? scraperOptionsTimeout ?? 7500;
+  authResult.rerankerTimeout = webSearchConfig?.rerankerTimeout;
   authResult.firecrawlOptions = webSearchConfig?.firecrawlOptions;
   authResult.searxngSearchOptions = webSearchConfig?.searxngSearchOptions;
   authResult.tavilySearchOptions = webSearchConfig?.tavilySearchOptions;
diff --git a/packages/data-provider/src/config.spec.ts b/packages/data-provider/src/config.spec.ts
index 99fb5de8b05..0b2d7e0cb33 100644
--- a/packages/data-provider/src/config.spec.ts
+++ b/packages/data-provider/src/config.spec.ts
@@ -2052,6 +2052,13 @@ describe('allowedAddressesSchema', () => {
 });
 
 describe('webSearchSchema', () => {
+  it('accepts a reranker timeout and rejects invalid values', () => {
+    expect(webSearchSchema.parse({ rerankerTimeout: 30000 }).rerankerTimeout).toBe(30000);
+    expect(webSearchSchema.parse({}).rerankerTimeout).toBeUndefined();
+    expect(() => webSearchSchema.parse({ rerankerTimeout: -1 })).toThrow();
+    expect(() => webSearchSchema.parse({ rerankerTimeout: 1.5 })).toThrow();
+  });
+
   it('accepts Tavily string modes for answer and raw content options', () => {
     const result = webSearchSchema.parse({
       tavilySearchOptions: {
diff --git a/packages/data-provider/src/config.ts b/packages/data-provider/src/config.ts
index 915bfbe7751..ac2bd99b254 100644
--- a/packages/data-provider/src/config.ts
+++ b/packages/data-provider/src/config.ts
@@ -3359,6 +3359,7 @@ export const webSearchSchema = z.object({
   scraperProvider: z.nativeEnum(ScraperProviders).optional(),
   rerankerType: z.nativeEnum(RerankerTypes).optional(),
   scraperTimeout: z.number().int().nonnegative().optional(),
+  rerankerTimeout: z.number().int().nonnegative().optional(),
   safeSearch: z.nativeEnum(SafeSearchTypes).default(SafeSearchTypes.MODERATE),
   firecrawlOptions: z
     .object({