diff --git a/apps/sim/lib/core/security/input-validation.server.ts b/apps/sim/lib/core/security/input-validation.server.ts
index cdf5f28a9a1..81fbfe75e5a 100644
--- a/apps/sim/lib/core/security/input-validation.server.ts
+++ b/apps/sim/lib/core/security/input-validation.server.ts
@@ -5,6 +5,7 @@ import type { LookupFunction } from 'net'
 import { createLogger } from '@sim/logger'
 import { toError } from '@sim/utils/errors'
 import * as ipaddr from 'ipaddr.js'
+import { Agent, type RequestInit as UndiciRequestInit, fetch as undiciFetch } from 'undici'
 import { isHosted } from '@/lib/core/config/feature-flags'
 import { type ValidationResult, validateExternalUrl } from '@/lib/core/security/input-validation'
 import { PayloadSizeLimitError } from '@/lib/core/utils/stream-limits'
@@ -400,6 +401,40 @@ export function createPinnedLookup(resolvedIP: string): LookupFunction {
   }
 }
 
+/**
+ * Builds a standard `fetch`-compatible function that pins every outbound
+ * connection to `resolvedIP`, preventing DNS-rebinding (TOCTOU) between URL
+ * validation and connection. The original hostname is preserved for TLS SNI and
+ * the `Host` header so it still matches the certificate. This is the single
+ * source of truth for pinned outbound fetches — both the LLM providers and the
+ * MCP transport consume it.
+ *
+ * Pass the returned function as the `fetch` option to the OpenAI/Anthropic SDKs
+ * (or call it directly) after validating the URL with {@link validateUrlWithDNS}
+ * and capturing `resolvedIP`. Because the pinned lookup always returns
+ * `resolvedIP` regardless of hostname, any redirect the server returns also
+ * connects to the validated IP — an attacker cannot rebind a redirect target to
+ * an internal address.
+ *
+ * The `Agent` is captured for the lifetime of the returned function, so repeated
+ * calls (e.g. a provider tool loop) reuse its keep-alive connections.
+ */
+export function createPinnedFetch(resolvedIP: string): typeof fetch {
+  const dispatcher = new Agent({ connect: { lookup: createPinnedLookup(resolvedIP) } })
+
+  const pinned = async (input: RequestInfo | URL, init?: RequestInit): Promise<Response> => {
+    // double-cast-allowed: DOM RequestInfo/URL and undici fetch input types differ but are structurally compatible at runtime (Node's global fetch IS undici)
+    const undiciInput = input as unknown as Parameters<typeof undiciFetch>[0]
+    // double-cast-allowed: DOM RequestInit and undici RequestInit are structurally compatible at runtime but the TS types differ
+    const undiciInit: UndiciRequestInit = { ...(init as unknown as UndiciRequestInit), dispatcher }
+    const response = await undiciFetch(undiciInput, undiciInit)
+    // double-cast-allowed: undici Response and DOM Response are structurally compatible at runtime
+    return response as unknown as Response
+  }
+
+  return pinned
+}
+
 /**
  * Performs a fetch with IP pinning to prevent DNS rebinding attacks.
  * Uses the pre-resolved IP address while preserving the original hostname for TLS SNI.
diff --git a/apps/sim/lib/core/security/pinned-fetch.server.test.ts b/apps/sim/lib/core/security/pinned-fetch.server.test.ts
new file mode 100644
index 00000000000..d63bad257ee
--- /dev/null
+++ b/apps/sim/lib/core/security/pinned-fetch.server.test.ts
@@ -0,0 +1,126 @@
+/**
+ * @vitest-environment node
+ */
+import { featureFlagsMock } from '@sim/testing'
+import { beforeEach, describe, expect, it, vi } from 'vitest'
+
+const { mockAgent, mockUndiciFetch, capturedAgentOptions, agentCloses } = vi.hoisted(() => {
+  const capturedAgentOptions: unknown[] = []
+  const agentCloses: unknown[] = []
+  class MockAgent {
+    constructor(options: unknown) {
+      capturedAgentOptions.push(options)
+    }
+    close() {
+      agentCloses.push(this)
+      return Promise.resolve()
+    }
+  }
+  return {
+    mockAgent: MockAgent,
+    mockUndiciFetch: vi.fn(),
+    capturedAgentOptions,
+    agentCloses,
+  }
+})
+
+vi.mock('undici', () => ({ Agent: mockAgent, fetch: mockUndiciFetch }))
+vi.mock('@/lib/core/config/feature-flags', () => featureFlagsMock)
+
+import { createPinnedFetch } from '@/lib/core/security/input-validation.server'
+
+type LookupCallback = (err: Error | null, address: string, family: number) => void
+type PinnedLookup = (hostname: string, options: { all?: boolean }, callback: LookupCallback) => void
+
+describe('createPinnedFetch', () => {
+  beforeEach(() => {
+    vi.clearAllMocks()
+    capturedAgentOptions.length = 0
+    agentCloses.length = 0
+    mockUndiciFetch.mockResolvedValue(new Response('ok'))
+  })
+
+  it('builds an undici Agent whose pinned lookup always resolves to the validated IP', async () => {
+    createPinnedFetch('203.0.113.10')
+
+    expect(capturedAgentOptions).toHaveLength(1)
+    const { connect } = capturedAgentOptions[0] as { connect: { lookup: PinnedLookup } }
+    expect(typeof connect.lookup).toBe('function')
+
+    const resolved = await new Promise<{ address: string; family: number }>((resolve) => {
+      connect.lookup('rebind.attacker.tld', {}, (_err, address, family) =>
+        resolve({ address, family })
+      )
+    })
+    expect(resolved).toEqual({ address: '203.0.113.10', family: 4 })
+  })
+
+  it('uses IPv6 family when the validated IP is IPv6', async () => {
+    createPinnedFetch('2606:4700:4700::1111')
+    const { connect } = capturedAgentOptions[0] as { connect: { lookup: PinnedLookup } }
+    const resolved = await new Promise<{ address: string; family: number }>((resolve) => {
+      connect.lookup('example.com', {}, (_err, address, family) => resolve({ address, family }))
+    })
+    expect(resolved).toEqual({ address: '2606:4700:4700::1111', family: 6 })
+  })
+
+  it('forwards the pinned dispatcher on every call while preserving init options', async () => {
+    const pinned = createPinnedFetch('203.0.113.10')
+    const controller = new AbortController()
+
+    await pinned('https://myresource.openai.azure.com/openai/v1/responses', {
+      method: 'POST',
+      headers: { 'api-key': 'secret' },
+      body: '{}',
+      signal: controller.signal,
+    })
+
+    expect(mockUndiciFetch).toHaveBeenCalledTimes(1)
+    const [url, init] = mockUndiciFetch.mock.calls[0]
+    expect(url).toBe('https://myresource.openai.azure.com/openai/v1/responses')
+    const typedInit = init as RequestInit & { dispatcher?: unknown }
+    expect(typedInit.dispatcher).toBeInstanceOf(mockAgent)
+    expect(typedInit.method).toBe('POST')
+    expect(typedInit.headers).toEqual({ 'api-key': 'secret' })
+    expect(typedInit.body).toBe('{}')
+    expect(typedInit.signal).toBe(controller.signal)
+  })
+
+  it('handles an undefined init by still attaching the dispatcher', async () => {
+    const pinned = createPinnedFetch('203.0.113.10')
+    await pinned('https://example.com')
+    const init = mockUndiciFetch.mock.calls[0][1] as { dispatcher?: unknown }
+    expect(init.dispatcher).toBeInstanceOf(mockAgent)
+  })
+
+  it('reuses one captured dispatcher across all calls of a single instance', async () => {
+    const pinned = createPinnedFetch('203.0.113.10')
+    await pinned('https://example.com/a')
+    await pinned('https://example.com/b')
+
+    expect(capturedAgentOptions).toHaveLength(1)
+    const d1 = (mockUndiciFetch.mock.calls[0][1] as { dispatcher: unknown }).dispatcher
+    const d2 = (mockUndiciFetch.mock.calls[1][1] as { dispatcher: unknown }).dispatcher
+    expect(d1).toBe(d2)
+  })
+
+  it('creates an independent dispatcher per instance', async () => {
+    const a = createPinnedFetch('203.0.113.10')
+    const b = createPinnedFetch('203.0.113.10')
+    await a('https://example.com/a')
+    await b('https://example.com/b')
+
+    expect(capturedAgentOptions).toHaveLength(2)
+    const d1 = (mockUndiciFetch.mock.calls[0][1] as { dispatcher: unknown }).dispatcher
+    const d2 = (mockUndiciFetch.mock.calls[1][1] as { dispatcher: unknown }).dispatcher
+    expect(d1).not.toBe(d2)
+  })
+
+  it('returns the response produced by undici fetch', async () => {
+    mockUndiciFetch.mockResolvedValueOnce(new Response('pong', { status: 201 }))
+    const pinned = createPinnedFetch('203.0.113.10')
+    const response = await pinned('https://example.com')
+    expect(response.status).toBe(201)
+    expect(await response.text()).toBe('pong')
+  })
+})
diff --git a/apps/sim/lib/mcp/client.ts b/apps/sim/lib/mcp/client.ts
index bef88182c9e..569320ef882 100644
--- a/apps/sim/lib/mcp/client.ts
+++ b/apps/sim/lib/mcp/client.ts
@@ -11,8 +11,8 @@ import {
 import { createLogger } from '@sim/logger'
 import { getErrorMessage } from '@sim/utils/errors'
 import { getMaxExecutionTimeout } from '@/lib/core/execution-limits'
+import { createPinnedFetch } from '@/lib/core/security/input-validation.server'
 import { McpOauthRedirectRequired } from '@/lib/mcp/oauth'
-import { createMcpPinnedFetch } from '@/lib/mcp/pinned-fetch'
 import {
   type McpClientOptions,
   McpConnectionError,
@@ -70,7 +70,7 @@ export class McpClient {
     this.transport = new StreamableHTTPClientTransport(new URL(this.config.url), {
       authProvider: useOauth ? this.authProvider : undefined,
       requestInit: { headers: this.config.headers },
-      ...(resolvedIP ? { fetch: createMcpPinnedFetch(resolvedIP) } : {}),
+      ...(resolvedIP ? { fetch: createPinnedFetch(resolvedIP) } : {}),
     })
 
     this.client = new Client(
diff --git a/apps/sim/lib/mcp/oauth/probe.test.ts b/apps/sim/lib/mcp/oauth/probe.test.ts
index 34e7d6199e4..d691f1178c7 100644
--- a/apps/sim/lib/mcp/oauth/probe.test.ts
+++ b/apps/sim/lib/mcp/oauth/probe.test.ts
@@ -3,24 +3,22 @@
  */
 import { beforeEach, describe, expect, it, vi } from 'vitest'
 
-const {
-  mockCreateMcpPinnedFetch,
-  mockCreateSsrfGuardedMcpFetch,
-  mockPinnedFetch,
-  mockGuardedFetch,
-} = vi.hoisted(() => {
-  const mockPinnedFetch = vi.fn()
-  const mockGuardedFetch = vi.fn()
-  return {
-    mockPinnedFetch,
-    mockGuardedFetch,
-    mockCreateMcpPinnedFetch: vi.fn(() => mockPinnedFetch),
-    mockCreateSsrfGuardedMcpFetch: vi.fn(() => mockGuardedFetch),
-  }
-})
+const { mockCreatePinnedFetch, mockCreateSsrfGuardedMcpFetch, mockPinnedFetch, mockGuardedFetch } =
+  vi.hoisted(() => {
+    const mockPinnedFetch = vi.fn()
+    const mockGuardedFetch = vi.fn()
+    return {
+      mockPinnedFetch,
+      mockGuardedFetch,
+      mockCreatePinnedFetch: vi.fn(() => mockPinnedFetch),
+      mockCreateSsrfGuardedMcpFetch: vi.fn(() => mockGuardedFetch),
+    }
+  })
 
+vi.mock('@/lib/core/security/input-validation.server', () => ({
+  createPinnedFetch: mockCreatePinnedFetch,
+}))
 vi.mock('@/lib/mcp/pinned-fetch', () => ({
-  createMcpPinnedFetch: mockCreateMcpPinnedFetch,
   createSsrfGuardedMcpFetch: mockCreateSsrfGuardedMcpFetch,
 }))
 
@@ -50,7 +48,7 @@ describe('detectMcpAuthType — connection pinning (SSRF / DNS-rebinding)', () =
     const authType = await detectMcpAuthType('https://rebind.example.com/mcp', '203.0.113.10')
 
     expect(authType).toBe('none')
-    expect(mockCreateMcpPinnedFetch).toHaveBeenCalledWith('203.0.113.10')
+    expect(mockCreatePinnedFetch).toHaveBeenCalledWith('203.0.113.10')
     expect(mockCreateSsrfGuardedMcpFetch).not.toHaveBeenCalled()
     expect(mockPinnedFetch).toHaveBeenCalledTimes(1)
     // The unpinned global fetch must never be used — that was the SSRF sink.
@@ -64,7 +62,7 @@ describe('detectMcpAuthType — connection pinning (SSRF / DNS-rebinding)', () =
 
     expect(authType).toBe('none')
     expect(mockCreateSsrfGuardedMcpFetch).toHaveBeenCalledTimes(1)
-    expect(mockCreateMcpPinnedFetch).not.toHaveBeenCalled()
+    expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
     expect(mockGuardedFetch).toHaveBeenCalledTimes(1)
     expect(globalFetchSpy).not.toHaveBeenCalled()
   })
@@ -90,7 +88,7 @@ describe('detectMcpAuthType — connection pinning (SSRF / DNS-rebinding)', () =
     const authType = await detectMcpAuthType('http://example.com/mcp', '203.0.113.10')
 
     expect(authType).toBe('headers')
-    expect(mockCreateMcpPinnedFetch).not.toHaveBeenCalled()
+    expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
     expect(mockCreateSsrfGuardedMcpFetch).not.toHaveBeenCalled()
     expect(globalFetchSpy).not.toHaveBeenCalled()
   })
diff --git a/apps/sim/lib/mcp/oauth/probe.ts b/apps/sim/lib/mcp/oauth/probe.ts
index 887ba8ce971..4343f27870a 100644
--- a/apps/sim/lib/mcp/oauth/probe.ts
+++ b/apps/sim/lib/mcp/oauth/probe.ts
@@ -1,8 +1,9 @@
 import { extractWWWAuthenticateParams } from '@modelcontextprotocol/sdk/client/auth.js'
 import type { FetchLike } from '@modelcontextprotocol/sdk/shared/transport.js'
 import { createLogger } from '@sim/logger'
+import { createPinnedFetch } from '@/lib/core/security/input-validation.server'
 import { isLoopbackHostname } from '@/lib/core/utils/urls'
-import { createMcpPinnedFetch, createSsrfGuardedMcpFetch } from '@/lib/mcp/pinned-fetch'
+import { createSsrfGuardedMcpFetch } from '@/lib/mcp/pinned-fetch'
 import type { McpAuthType } from '@/lib/mcp/types'
 
 const logger = createLogger('McpOauthProbe')
@@ -33,7 +34,7 @@ export async function detectMcpAuthType(
   }
 
   const probeFetch: FetchLike = resolvedIP
-    ? createMcpPinnedFetch(resolvedIP)
+    ? createPinnedFetch(resolvedIP)
     : createSsrfGuardedMcpFetch()
 
   const controller = new AbortController()
diff --git a/apps/sim/lib/mcp/oauth/revoke.test.ts b/apps/sim/lib/mcp/oauth/revoke.test.ts
index d8f6342568b..ccd0caba98b 100644
--- a/apps/sim/lib/mcp/oauth/revoke.test.ts
+++ b/apps/sim/lib/mcp/oauth/revoke.test.ts
@@ -15,33 +15,23 @@ const PUBLIC_SERVER_URL = 'https://mcp.attacker.com'
 const PUBLIC_SERVER_IP = '203.0.113.10'
 
 const {
-  MockAgent,
   mockUndiciFetch,
   mockValidateMcpServerSsrf,
   mockDiscoverOAuthServerInfo,
   mockLoadOauthRow,
   mockDecryptSecret,
   mockDbSelect,
-} = vi.hoisted(() => {
-  class MockAgent {
-    close() {
-      return Promise.resolve()
-    }
-  }
-  return {
-    MockAgent,
-    mockUndiciFetch: vi.fn(),
-    mockValidateMcpServerSsrf: vi.fn(),
-    mockDiscoverOAuthServerInfo: vi.fn(),
-    mockLoadOauthRow: vi.fn(),
-    mockDecryptSecret: vi.fn(),
-    mockDbSelect: vi.fn(),
-  }
-})
+} = vi.hoisted(() => ({
+  mockUndiciFetch: vi.fn(),
+  mockValidateMcpServerSsrf: vi.fn(),
+  mockDiscoverOAuthServerInfo: vi.fn(),
+  mockLoadOauthRow: vi.fn(),
+  mockDecryptSecret: vi.fn(),
+  mockDbSelect: vi.fn(),
+}))
 
-vi.mock('undici', () => ({ Agent: MockAgent, fetch: mockUndiciFetch }))
 vi.mock('@/lib/core/security/input-validation.server', () => ({
-  createPinnedLookup: vi.fn(() => 'pinned-lookup-fn'),
+  createPinnedFetch: vi.fn(() => mockUndiciFetch),
 }))
 vi.mock('@/lib/mcp/domain-check', () => ({
   validateMcpServerSsrf: mockValidateMcpServerSsrf,
@@ -59,7 +49,6 @@ vi.mock('@sim/db', () => ({
   db: { select: mockDbSelect },
 }))
 
-import { __resetPinnedAgentsForTests } from '@/lib/mcp/pinned-fetch'
 import { revokeMcpOauthTokens } from './revoke'
 
 function wireServerRow(row: Record<string, unknown>) {
@@ -74,7 +63,6 @@ function wireServerRow(row: Record<string, unknown>) {
 describe('revokeMcpOauthTokens — SSRF guard', () => {
   beforeEach(() => {
     vi.clearAllMocks()
-    __resetPinnedAgentsForTests()
 
     mockLoadOauthRow.mockResolvedValue({
       tokens: { access_token: 'access-secret', refresh_token: 'refresh-secret' },
diff --git a/apps/sim/lib/mcp/pinned-fetch.test.ts b/apps/sim/lib/mcp/pinned-fetch.test.ts
index 9f6b5919bf2..64354ee708b 100644
--- a/apps/sim/lib/mcp/pinned-fetch.test.ts
+++ b/apps/sim/lib/mcp/pinned-fetch.test.ts
@@ -3,147 +3,26 @@
  */
 import { beforeEach, describe, expect, it, vi } from 'vitest'
 
-const { mockAgent, mockCreatePinnedLookup, mockUndiciFetch, capturedAgentOptions, agentCloses } =
-  vi.hoisted(() => {
-    const capturedAgentOptions: unknown[] = []
-    const agentCloses: unknown[] = []
-    class MockAgent {
-      constructor(options: unknown) {
-        capturedAgentOptions.push(options)
-      }
-      close() {
-        agentCloses.push(this)
-        return Promise.resolve()
-      }
-    }
-    return {
-      mockAgent: MockAgent,
-      mockCreatePinnedLookup: vi.fn(),
-      mockUndiciFetch: vi.fn(),
-      capturedAgentOptions,
-      agentCloses,
-    }
-  })
-
-const { mockValidateMcpServerSsrf } = vi.hoisted(() => ({
+const { mockCreatePinnedFetch, mockValidateMcpServerSsrf, sentinelFetch } = vi.hoisted(() => ({
+  mockCreatePinnedFetch: vi.fn(),
   mockValidateMcpServerSsrf: vi.fn(),
+  sentinelFetch: vi.fn(),
 }))
 
-vi.mock('undici', () => ({ Agent: mockAgent, fetch: mockUndiciFetch }))
 vi.mock('@/lib/core/security/input-validation.server', () => ({
-  createPinnedLookup: mockCreatePinnedLookup,
+  createPinnedFetch: mockCreatePinnedFetch,
 }))
 vi.mock('@/lib/mcp/domain-check', () => ({
   validateMcpServerSsrf: mockValidateMcpServerSsrf,
 }))
 
-import {
-  __resetPinnedAgentsForTests,
-  createMcpPinnedFetch,
-  createSsrfGuardedMcpFetch,
-} from '@/lib/mcp/pinned-fetch'
-
-describe('createMcpPinnedFetch', () => {
-  beforeEach(() => {
-    vi.clearAllMocks()
-    capturedAgentOptions.length = 0
-    agentCloses.length = 0
-    __resetPinnedAgentsForTests()
-    mockCreatePinnedLookup.mockReturnValue('pinned-lookup-fn')
-    mockUndiciFetch.mockResolvedValue(new Response('ok'))
-  })
-
-  it('builds an undici Agent with the pinned lookup for the resolved IP', () => {
-    createMcpPinnedFetch('203.0.113.10')
-    expect(mockCreatePinnedLookup).toHaveBeenCalledWith('203.0.113.10')
-    expect(capturedAgentOptions).toHaveLength(1)
-    expect(capturedAgentOptions[0]).toEqual({ connect: { lookup: 'pinned-lookup-fn' } })
-  })
-
-  it('forwards the dispatcher on every fetch call', async () => {
-    const fetchLike = createMcpPinnedFetch('203.0.113.10')
-    await fetchLike('https://example.com/mcp', { method: 'POST' })
-    expect(mockUndiciFetch).toHaveBeenCalledTimes(1)
-    const [url, init] = mockUndiciFetch.mock.calls[0]
-    expect(url).toBe('https://example.com/mcp')
-    expect((init as { dispatcher?: unknown }).dispatcher).toBeInstanceOf(mockAgent)
-    expect((init as { method?: string }).method).toBe('POST')
-  })
-
-  it('preserves caller-provided init options (headers, signal)', async () => {
-    const fetchLike = createMcpPinnedFetch('203.0.113.10')
-    const controller = new AbortController()
-    await fetchLike('https://example.com/mcp', {
-      method: 'GET',
-      headers: { 'x-test': '1' },
-      signal: controller.signal,
-    })
-    const init = mockUndiciFetch.mock.calls[0][1] as RequestInit & { dispatcher?: unknown }
-    expect(init.headers).toEqual({ 'x-test': '1' })
-    expect(init.signal).toBe(controller.signal)
-    expect(init.dispatcher).toBeInstanceOf(mockAgent)
-  })
-
-  it('handles undefined init gracefully', async () => {
-    const fetchLike = createMcpPinnedFetch('203.0.113.10')
-    await fetchLike('https://example.com/mcp')
-    const init = mockUndiciFetch.mock.calls[0][1] as { dispatcher?: unknown }
-    expect(init.dispatcher).toBeInstanceOf(mockAgent)
-  })
-
-  it('reuses the same dispatcher across calls within a fetch instance', async () => {
-    const fetchLike = createMcpPinnedFetch('203.0.113.10')
-    await fetchLike('https://example.com/a')
-    await fetchLike('https://example.com/b')
-    expect(capturedAgentOptions).toHaveLength(1)
-    const d1 = (mockUndiciFetch.mock.calls[0][1] as { dispatcher: unknown }).dispatcher
-    const d2 = (mockUndiciFetch.mock.calls[1][1] as { dispatcher: unknown }).dispatcher
-    expect(d1).toBe(d2)
-  })
-
-  it('pools agents by resolvedIP across createMcpPinnedFetch calls', async () => {
-    const a = createMcpPinnedFetch('203.0.113.10')
-    const b = createMcpPinnedFetch('203.0.113.10')
-    await a('https://example.com/a')
-    await b('https://example.com/b')
-    expect(capturedAgentOptions).toHaveLength(1)
-    const d1 = (mockUndiciFetch.mock.calls[0][1] as { dispatcher: unknown }).dispatcher
-    const d2 = (mockUndiciFetch.mock.calls[1][1] as { dispatcher: unknown }).dispatcher
-    expect(d1).toBe(d2)
-  })
-
-  it('creates separate agents for different resolved IPs', async () => {
-    const a = createMcpPinnedFetch('203.0.113.10')
-    const b = createMcpPinnedFetch('198.51.100.20')
-    await a('https://example.com/a')
-    await b('https://example.com/b')
-    expect(capturedAgentOptions).toHaveLength(2)
-    const d1 = (mockUndiciFetch.mock.calls[0][1] as { dispatcher: unknown }).dispatcher
-    const d2 = (mockUndiciFetch.mock.calls[1][1] as { dispatcher: unknown }).dispatcher
-    expect(d1).not.toBe(d2)
-  })
-
-  it('does not close evicted agents — captured closures keep working', async () => {
-    // Build an early closure whose agent will get evicted by later IPs.
-    const earlyClient = createMcpPinnedFetch('10.0.0.1')
-    // Fill the cache past its 64-entry limit so the early entry is evicted.
-    for (let i = 0; i < 64; i++) createMcpPinnedFetch(`10.1.${Math.floor(i / 256)}.${i % 256}`)
-
-    // Eviction must NOT have closed any agents.
-    expect(agentCloses).toHaveLength(0)
-    // The early closure's captured dispatcher is still callable.
-    await earlyClient('https://example.com/still-works')
-    expect(mockUndiciFetch).toHaveBeenCalledTimes(1)
-  })
-})
+import { createSsrfGuardedMcpFetch } from '@/lib/mcp/pinned-fetch'
 
 describe('createSsrfGuardedMcpFetch', () => {
   beforeEach(() => {
     vi.clearAllMocks()
-    capturedAgentOptions.length = 0
-    __resetPinnedAgentsForTests()
-    mockCreatePinnedLookup.mockReturnValue('pinned-lookup-fn')
-    mockUndiciFetch.mockResolvedValue(new Response('ok'))
+    mockCreatePinnedFetch.mockReturnValue(sentinelFetch)
+    sentinelFetch.mockResolvedValue(new Response('ok'))
   })
 
   it('validates each request URL and pins to the resolved IP', async () => {
@@ -152,11 +31,10 @@ describe('createSsrfGuardedMcpFetch', () => {
     await fetchLike('https://attacker.example/revoke', { method: 'POST' })
 
     expect(mockValidateMcpServerSsrf).toHaveBeenCalledWith('https://attacker.example/revoke')
-    expect(mockUndiciFetch).toHaveBeenCalledTimes(1)
-    const [url, init] = mockUndiciFetch.mock.calls[0]
-    expect(url).toBe('https://attacker.example/revoke')
-    expect((init as { dispatcher?: unknown }).dispatcher).toBeInstanceOf(mockAgent)
-    expect((init as { method?: string }).method).toBe('POST')
+    expect(mockCreatePinnedFetch).toHaveBeenCalledWith('203.0.113.10')
+    expect(sentinelFetch).toHaveBeenCalledWith('https://attacker.example/revoke', {
+      method: 'POST',
+    })
   })
 
   it('rejects URLs that resolve to blocked IPs without issuing the request', async () => {
@@ -166,7 +44,8 @@ describe('createSsrfGuardedMcpFetch', () => {
     await expect(
       fetchLike('http://169.254.169.254/latest/meta-data/', { method: 'POST' })
     ).rejects.toThrow('blocked')
-    expect(mockUndiciFetch).not.toHaveBeenCalled()
+    expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
+    expect(sentinelFetch).not.toHaveBeenCalled()
   })
 
   it('accepts URL objects and validates their href', async () => {
@@ -175,6 +54,14 @@ describe('createSsrfGuardedMcpFetch', () => {
     await fetchLike(new URL('https://attacker.example/discover'))
 
     expect(mockValidateMcpServerSsrf).toHaveBeenCalledWith('https://attacker.example/discover')
-    expect(mockUndiciFetch).toHaveBeenCalledTimes(1)
+    expect(mockCreatePinnedFetch).toHaveBeenCalledWith('203.0.113.10')
+  })
+
+  it('falls back to global fetch when validation returns no IP', async () => {
+    mockValidateMcpServerSsrf.mockResolvedValue(null)
+    const fetchLike = createSsrfGuardedMcpFetch()
+    await fetchLike('https://allowed.internal/mcp')
+
+    expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
   })
 })
diff --git a/apps/sim/lib/mcp/pinned-fetch.ts b/apps/sim/lib/mcp/pinned-fetch.ts
index f395d6b03c5..3184a0da7a9 100644
--- a/apps/sim/lib/mcp/pinned-fetch.ts
+++ b/apps/sim/lib/mcp/pinned-fetch.ts
@@ -1,61 +1,7 @@
 import type { FetchLike } from '@modelcontextprotocol/sdk/shared/transport.js'
-import { Agent, type RequestInit as UndiciRequestInit, fetch as undiciFetch } from 'undici'
-import { createPinnedLookup } from '@/lib/core/security/input-validation.server'
+import { createPinnedFetch } from '@/lib/core/security/input-validation.server'
 import { validateMcpServerSsrf } from '@/lib/mcp/domain-check'
 
-/**
- * Pins outbound HTTP connections to a pre-resolved IP to prevent DNS-rebinding
- * between URL validation and connection. Hostname is preserved so TLS SNI and
- * the Host header still match the certificate.
- *
- * Agents are pooled by `resolvedIP` so back-to-back calls to the same server
- * reuse the same keep-alive connection pool instead of opening a fresh TCP +
- * TLS connection per McpClient instance.
- */
-const MAX_POOLED_AGENTS = 64
-const pinnedAgents = new Map<string, Agent>()
-
-function getPinnedAgent(resolvedIP: string): Agent {
-  const existing = pinnedAgents.get(resolvedIP)
-  if (existing) {
-    // LRU touch — re-insert to mark as most recently used.
-    pinnedAgents.delete(resolvedIP)
-    pinnedAgents.set(resolvedIP, existing)
-    return existing
-  }
-  if (pinnedAgents.size >= MAX_POOLED_AGENTS) {
-    // Drop the oldest entry WITHOUT closing it — existing `createMcpPinnedFetch`
-    // closures may still hold a reference and have in-flight requests. The
-    // dispatcher is GC'd (and its sockets cleaned up) when the last closure
-    // releases it; undici closes idle keep-alive connections after its own
-    // timeout (default 4s).
-    const oldestKey = pinnedAgents.keys().next().value
-    if (oldestKey !== undefined) pinnedAgents.delete(oldestKey)
-  }
-  const agent = new Agent({ connect: { lookup: createPinnedLookup(resolvedIP) } })
-  pinnedAgents.set(resolvedIP, agent)
-  return agent
-}
-
-export function __resetPinnedAgentsForTests(): void {
-  pinnedAgents.clear()
-}
-
-export function createMcpPinnedFetch(resolvedIP: string): FetchLike {
-  const dispatcher = getPinnedAgent(resolvedIP)
-
-  return (async (url, init) => {
-    const undiciInit: UndiciRequestInit = {
-      // double-cast-allowed: DOM RequestInit and undici RequestInit are structurally compatible at runtime (Node's global fetch IS undici) but the TS types differ
-      ...(init as unknown as UndiciRequestInit),
-      dispatcher,
-    }
-    const response = await undiciFetch(url as string | URL, undiciInit)
-    // double-cast-allowed: undici Response and DOM Response are structurally compatible at runtime; bridging the types is required to satisfy the FetchLike contract
-    return response as unknown as Response
-  }) satisfies FetchLike
-}
-
 /**
  * Builds a `FetchLike` that validates every outbound request URL against the
  * MCP SSRF policy before issuing it, then pins the connection to the resolved
@@ -79,7 +25,7 @@ export function createSsrfGuardedMcpFetch(): FetchLike {
   return (async (url, init) => {
     const target = typeof url === 'string' ? url : url.href
     const resolvedIP = await validateMcpServerSsrf(target)
-    const pinnedFetch: FetchLike = resolvedIP ? createMcpPinnedFetch(resolvedIP) : globalThis.fetch
+    const pinnedFetch: FetchLike = resolvedIP ? createPinnedFetch(resolvedIP) : globalThis.fetch
     return pinnedFetch(url, init)
   }) satisfies FetchLike
 }
diff --git a/apps/sim/providers/azure-anthropic/index.test.ts b/apps/sim/providers/azure-anthropic/index.test.ts
new file mode 100644
index 00000000000..b5254f9eaf8
--- /dev/null
+++ b/apps/sim/providers/azure-anthropic/index.test.ts
@@ -0,0 +1,120 @@
+/**
+ * @vitest-environment node
+ */
+import { beforeEach, describe, expect, it, vi } from 'vitest'
+import type { ProviderRequest } from '@/providers/types'
+
+const {
+  mockAnthropic,
+  anthropicArgs,
+  mockValidate,
+  mockCreatePinnedFetch,
+  mockExecuteAnthropic,
+  sentinelFetch,
+  envState,
+} = vi.hoisted(() => {
+  const anthropicArgs: Array<Record<string, unknown>> = []
+  const sentinelFetch = vi.fn()
+  class MockAnthropic {
+    constructor(opts: Record<string, unknown>) {
+      anthropicArgs.push(opts)
+    }
+  }
+  return {
+    mockAnthropic: MockAnthropic,
+    anthropicArgs,
+    mockValidate: vi.fn(),
+    mockCreatePinnedFetch: vi.fn(() => sentinelFetch),
+    mockExecuteAnthropic: vi.fn(),
+    sentinelFetch,
+    envState: {
+      AZURE_ANTHROPIC_ENDPOINT: undefined as string | undefined,
+      AZURE_ANTHROPIC_API_VERSION: undefined as string | undefined,
+    },
+  }
+})
+
+vi.mock('@anthropic-ai/sdk', () => ({ default: mockAnthropic }))
+vi.mock('@/lib/core/config/env', () => ({ env: envState }))
+vi.mock('@/lib/core/security/input-validation.server', () => ({
+  validateUrlWithDNS: mockValidate,
+  createPinnedFetch: mockCreatePinnedFetch,
+}))
+vi.mock('@/providers/anthropic/core', () => ({
+  executeAnthropicProviderRequest: mockExecuteAnthropic,
+}))
+vi.mock('@/providers/models', () => ({
+  getProviderModels: vi.fn(() => []),
+  getProviderDefaultModel: vi.fn(() => 'azure-anthropic/claude'),
+}))
+
+import { azureAnthropicProvider } from '@/providers/azure-anthropic/index'
+
+function request(overrides: Partial<ProviderRequest>): ProviderRequest {
+  return { model: 'azure-anthropic/claude-3-5-sonnet', apiKey: 'k', messages: [], ...overrides }
+}
+
+/** Invokes the createClient factory handed to the Anthropic core and returns the SDK options it built. */
+function buildClientOptions(): Record<string, unknown> {
+  const config = mockExecuteAnthropic.mock.calls[0][1]
+  config.createClient('k', false)
+  return anthropicArgs[0]
+}
+
+describe('azureAnthropicProvider — SSRF pinning', () => {
+  beforeEach(() => {
+    vi.clearAllMocks()
+    anthropicArgs.length = 0
+    envState.AZURE_ANTHROPIC_ENDPOINT = undefined
+    envState.AZURE_ANTHROPIC_API_VERSION = undefined
+    mockExecuteAnthropic.mockResolvedValue({ content: 'ok' })
+  })
+
+  it('validates and pins the connection to the resolved IP for a user-supplied endpoint', async () => {
+    mockValidate.mockResolvedValue({ isValid: true, resolvedIP: '203.0.113.10' })
+
+    await azureAnthropicProvider.executeRequest(
+      request({ azureEndpoint: 'https://rebind.attacker.tld' })
+    )
+
+    expect(mockValidate).toHaveBeenCalledWith('https://rebind.attacker.tld', 'azureEndpoint')
+    expect(mockCreatePinnedFetch).toHaveBeenCalledWith('203.0.113.10')
+    expect(buildClientOptions()).toMatchObject({ fetch: sentinelFetch })
+  })
+
+  it('does not pin when the endpoint comes from trusted server env', async () => {
+    envState.AZURE_ANTHROPIC_ENDPOINT = 'https://trusted.services.ai.azure.com'
+
+    await azureAnthropicProvider.executeRequest(request({ azureEndpoint: undefined }))
+
+    expect(mockValidate).not.toHaveBeenCalled()
+    expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
+    expect(buildClientOptions()).not.toHaveProperty('fetch')
+  })
+
+  it('throws and never builds a client when validation blocks the endpoint', async () => {
+    mockValidate.mockResolvedValue({ isValid: false, error: 'resolves to a blocked IP address' })
+
+    await expect(
+      azureAnthropicProvider.executeRequest(
+        request({ azureEndpoint: 'https://rebind.attacker.tld' })
+      )
+    ).rejects.toThrow('Invalid Azure Anthropic endpoint')
+
+    expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
+    expect(mockExecuteAnthropic).not.toHaveBeenCalled()
+  })
+
+  it('fails closed when validation passes but yields no resolvable IP to pin', async () => {
+    mockValidate.mockResolvedValue({ isValid: true })
+
+    await expect(
+      azureAnthropicProvider.executeRequest(
+        request({ azureEndpoint: 'https://rebind.attacker.tld' })
+      )
+    ).rejects.toThrow('could not resolve a pinnable IP address')
+
+    expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
+    expect(mockExecuteAnthropic).not.toHaveBeenCalled()
+  })
+})
diff --git a/apps/sim/providers/azure-anthropic/index.ts b/apps/sim/providers/azure-anthropic/index.ts
index 999dc0938f8..39980d77c2e 100644
--- a/apps/sim/providers/azure-anthropic/index.ts
+++ b/apps/sim/providers/azure-anthropic/index.ts
@@ -1,7 +1,7 @@
 import Anthropic from '@anthropic-ai/sdk'
 import { createLogger } from '@sim/logger'
 import { env } from '@/lib/core/config/env'
-import { validateUrlWithDNS } from '@/lib/core/security/input-validation.server'
+import { createPinnedFetch, validateUrlWithDNS } from '@/lib/core/security/input-validation.server'
 import type { StreamingExecution } from '@/executor/types'
 import { executeAnthropicProviderRequest } from '@/providers/anthropic/core'
 import { getProviderDefaultModel, getProviderModels } from '@/providers/models'
@@ -28,6 +28,7 @@ export const azureAnthropicProvider: ProviderConfig = {
       )
     }
 
+    let pinnedFetch: typeof fetch | undefined
     if (userProvidedEndpoint) {
       const validation = await validateUrlWithDNS(userProvidedEndpoint, 'azureEndpoint')
       if (!validation.isValid) {
@@ -37,6 +38,10 @@ export const azureAnthropicProvider: ProviderConfig = {
         })
         throw new Error(`Invalid Azure Anthropic endpoint: ${validation.error}`)
       }
+      if (!validation.resolvedIP) {
+        throw new Error('Invalid Azure Anthropic endpoint: could not resolve a pinnable IP address')
+      }
+      pinnedFetch = createPinnedFetch(validation.resolvedIP)
     }
 
     const apiKey = request.apiKey
@@ -67,6 +72,7 @@ export const azureAnthropicProvider: ProviderConfig = {
           new Anthropic({
             baseURL,
             apiKey,
+            ...(pinnedFetch ? { fetch: pinnedFetch } : {}),
             defaultHeaders: {
               'api-key': apiKey,
               'anthropic-version': anthropicVersion,
diff --git a/apps/sim/providers/azure-openai/index.test.ts b/apps/sim/providers/azure-openai/index.test.ts
new file mode 100644
index 00000000000..7e18ea809df
--- /dev/null
+++ b/apps/sim/providers/azure-openai/index.test.ts
@@ -0,0 +1,190 @@
+/**
+ * @vitest-environment node
+ */
+import { beforeEach, describe, expect, it, vi } from 'vitest'
+import type { ProviderRequest } from '@/providers/types'
+
+const {
+  mockAzureOpenAI,
+  azureOpenAIArgs,
+  mockChatCreate,
+  mockValidate,
+  mockCreatePinnedFetch,
+  mockExecuteResponses,
+  sentinelFetch,
+  mockIsChatCompletionsEndpoint,
+  mockIsResponsesEndpoint,
+  envState,
+} = vi.hoisted(() => {
+  const azureOpenAIArgs: Array<Record<string, unknown>> = []
+  const sentinelFetch = vi.fn()
+  const mockChatCreate = vi.fn()
+  class MockAzureOpenAI {
+    chat = { completions: { create: mockChatCreate } }
+    constructor(opts: Record<string, unknown>) {
+      azureOpenAIArgs.push(opts)
+    }
+  }
+  return {
+    mockAzureOpenAI: MockAzureOpenAI,
+    azureOpenAIArgs,
+    mockChatCreate,
+    mockValidate: vi.fn(),
+    mockCreatePinnedFetch: vi.fn(() => sentinelFetch),
+    mockExecuteResponses: vi.fn(),
+    sentinelFetch,
+    mockIsChatCompletionsEndpoint: vi.fn(() => false),
+    mockIsResponsesEndpoint: vi.fn(() => false),
+    envState: {
+      AZURE_OPENAI_ENDPOINT: undefined as string | undefined,
+      AZURE_OPENAI_API_VERSION: undefined as string | undefined,
+    },
+  }
+})
+
+vi.mock('openai', () => ({ AzureOpenAI: mockAzureOpenAI }))
+vi.mock('@/lib/core/config/env', () => ({ env: envState }))
+vi.mock('@/providers', () => ({ MAX_TOOL_ITERATIONS: 20 }))
+vi.mock('@/lib/core/security/input-validation.server', () => ({
+  validateUrlWithDNS: mockValidate,
+  createPinnedFetch: mockCreatePinnedFetch,
+}))
+vi.mock('@/providers/openai/core', () => ({
+  executeResponsesProviderRequest: mockExecuteResponses,
+}))
+vi.mock('@/providers/azure-openai/utils', () => ({
+  isChatCompletionsEndpoint: mockIsChatCompletionsEndpoint,
+  isResponsesEndpoint: mockIsResponsesEndpoint,
+  extractBaseUrl: vi.fn((url: string) => url),
+  extractDeploymentFromUrl: vi.fn(() => null),
+  extractApiVersionFromUrl: vi.fn(() => null),
+  createReadableStreamFromAzureOpenAIStream: vi.fn(),
+  checkForForcedToolUsage: vi.fn(() => ({ hasUsedForcedTool: false, usedForcedTools: [] })),
+}))
+vi.mock('@/providers/models', () => ({
+  getProviderModels: vi.fn(() => []),
+  getProviderDefaultModel: vi.fn(() => 'azure/gpt-4o'),
+}))
+vi.mock('@/providers/attachments', () => ({
+  prepareProviderAttachments: vi.fn(() => []),
+}))
+vi.mock('@/providers/trace-enrichment', () => ({
+  enrichLastModelSegmentFromChatCompletions: vi.fn(),
+}))
+vi.mock('@/providers/utils', () => ({
+  calculateCost: vi.fn(() => ({ input: 0, output: 0, total: 0 })),
+  prepareToolExecution: vi.fn((_tool, args) => ({ toolParams: args, executionParams: args })),
+  prepareToolsWithUsageControl: vi.fn(() => ({
+    tools: [],
+    toolChoice: undefined,
+    forcedTools: [],
+  })),
+  sumToolCosts: vi.fn(() => 0),
+}))
+vi.mock('@/tools', () => ({ executeTool: vi.fn() }))
+
+import { azureOpenAIProvider } from '@/providers/azure-openai/index'
+
+function request(overrides: Partial<ProviderRequest>): ProviderRequest {
+  return { model: 'azure/gpt-4o', apiKey: 'k', messages: [], ...overrides }
+}
+
+/** Config object passed to the Responses core on the Nth call. */
+const responsesConfig = (call = 0) => mockExecuteResponses.mock.calls[call][1]
+
+describe('azureOpenAIProvider — SSRF pinning', () => {
+  beforeEach(() => {
+    vi.clearAllMocks()
+    azureOpenAIArgs.length = 0
+    envState.AZURE_OPENAI_ENDPOINT = undefined
+    envState.AZURE_OPENAI_API_VERSION = undefined
+    mockIsChatCompletionsEndpoint.mockReturnValue(false)
+    mockIsResponsesEndpoint.mockReturnValue(false)
+    mockExecuteResponses.mockResolvedValue({ content: 'ok' })
+  })
+
+  describe('Responses API path', () => {
+    it('validates and threads the pinned fetch into the Responses core for a user endpoint', async () => {
+      mockValidate.mockResolvedValue({ isValid: true, resolvedIP: '203.0.113.10' })
+
+      await azureOpenAIProvider.executeRequest(
+        request({ azureEndpoint: 'https://rebind.attacker.tld' })
+      )
+
+      expect(mockValidate).toHaveBeenCalledWith('https://rebind.attacker.tld', 'azureEndpoint')
+      expect(mockCreatePinnedFetch).toHaveBeenCalledWith('203.0.113.10')
+      expect(responsesConfig().fetch).toBe(sentinelFetch)
+    })
+
+    it('passes no custom fetch when the endpoint comes from trusted server env', async () => {
+      envState.AZURE_OPENAI_ENDPOINT = 'https://trusted.openai.azure.com'
+
+      await azureOpenAIProvider.executeRequest(request({ azureEndpoint: undefined }))
+
+      expect(mockValidate).not.toHaveBeenCalled()
+      expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
+      expect(responsesConfig().fetch).toBeUndefined()
+    })
+
+    it('throws and never reaches the Responses core when validation blocks the endpoint', async () => {
+      mockValidate.mockResolvedValue({ isValid: false, error: 'resolves to a blocked IP address' })
+
+      await expect(
+        azureOpenAIProvider.executeRequest(
+          request({ azureEndpoint: 'https://rebind.attacker.tld' })
+        )
+      ).rejects.toThrow('Invalid Azure OpenAI endpoint')
+
+      expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
+      expect(mockExecuteResponses).not.toHaveBeenCalled()
+    })
+
+    it('fails closed when validation passes but yields no resolvable IP to pin', async () => {
+      mockValidate.mockResolvedValue({ isValid: true })
+
+      await expect(
+        azureOpenAIProvider.executeRequest(
+          request({ azureEndpoint: 'https://rebind.attacker.tld' })
+        )
+      ).rejects.toThrow('could not resolve a pinnable IP address')
+
+      expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
+      expect(mockExecuteResponses).not.toHaveBeenCalled()
+    })
+  })
+
+  describe('Chat Completions path', () => {
+    it('constructs the AzureOpenAI client with the pinned fetch for a user endpoint', async () => {
+      mockIsChatCompletionsEndpoint.mockReturnValue(true)
+      mockValidate.mockResolvedValue({ isValid: true, resolvedIP: '203.0.113.10' })
+      mockChatCreate.mockResolvedValue({
+        choices: [{ message: { content: 'hi', tool_calls: undefined } }],
+        usage: { prompt_tokens: 1, completion_tokens: 1, total_tokens: 2 },
+      })
+
+      await azureOpenAIProvider.executeRequest(
+        request({
+          azureEndpoint: 'https://rebind.attacker.tld/openai/deployments/gpt-4o/chat/completions',
+        })
+      )
+
+      expect(mockCreatePinnedFetch).toHaveBeenCalledWith('203.0.113.10')
+      expect(azureOpenAIArgs[0]).toMatchObject({ fetch: sentinelFetch })
+    })
+
+    it('constructs the AzureOpenAI client without a custom fetch for a trusted env endpoint', async () => {
+      mockIsChatCompletionsEndpoint.mockReturnValue(true)
+      envState.AZURE_OPENAI_ENDPOINT =
+        'https://trusted.openai.azure.com/openai/deployments/gpt-4o/chat/completions'
+      mockChatCreate.mockResolvedValue({
+        choices: [{ message: { content: 'hi', tool_calls: undefined } }],
+        usage: { prompt_tokens: 1, completion_tokens: 1, total_tokens: 2 },
+      })
+
+      await azureOpenAIProvider.executeRequest(request({ azureEndpoint: undefined }))
+
+      expect(mockCreatePinnedFetch).not.toHaveBeenCalled()
+      expect(azureOpenAIArgs[0]).not.toHaveProperty('fetch')
+    })
+  })
+})
diff --git a/apps/sim/providers/azure-openai/index.ts b/apps/sim/providers/azure-openai/index.ts
index ddae32b7fb4..24d07184282 100644
--- a/apps/sim/providers/azure-openai/index.ts
+++ b/apps/sim/providers/azure-openai/index.ts
@@ -12,7 +12,7 @@ import type {
 } from 'openai/resources/chat/completions'
 import type { ReasoningEffort } from 'openai/resources/shared'
 import { env } from '@/lib/core/config/env'
-import { validateUrlWithDNS } from '@/lib/core/security/input-validation.server'
+import { createPinnedFetch, validateUrlWithDNS } from '@/lib/core/security/input-validation.server'
 import type { StreamingExecution } from '@/executor/types'
 import { MAX_TOOL_ITERATIONS } from '@/providers'
 import { prepareProviderAttachments } from '@/providers/attachments'
@@ -56,7 +56,8 @@ async function executeChatCompletionsRequest(
   request: ProviderRequest,
   azureEndpoint: string,
   azureApiVersion: string,
-  deploymentName: string
+  deploymentName: string,
+  pinnedFetch?: typeof fetch
 ): Promise<ProviderResponse | StreamingExecution> {
   logger.info('Using Azure OpenAI Chat Completions API', {
     model: request.model,
@@ -75,6 +76,7 @@ async function executeChatCompletionsRequest(
     apiKey: request.apiKey!,
     apiVersion: azureApiVersion,
     endpoint: azureEndpoint,
+    ...(pinnedFetch ? { fetch: pinnedFetch } : {}),
   })
 
   const allMessages: ChatCompletionMessageParam[] = []
@@ -606,6 +608,7 @@ export const azureOpenAIProvider: ProviderConfig = {
       )
     }
 
+    let pinnedFetch: typeof fetch | undefined
     if (userProvidedEndpoint) {
       const validation = await validateUrlWithDNS(userProvidedEndpoint, 'azureEndpoint')
       if (!validation.isValid) {
@@ -615,6 +618,10 @@ export const azureOpenAIProvider: ProviderConfig = {
         })
         throw new Error(`Invalid Azure OpenAI endpoint: ${validation.error}`)
       }
+      if (!validation.resolvedIP) {
+        throw new Error('Invalid Azure OpenAI endpoint: could not resolve a pinnable IP address')
+      }
+      pinnedFetch = createPinnedFetch(validation.resolvedIP)
     }
 
     const apiKey = request.apiKey
@@ -652,7 +659,8 @@ export const azureOpenAIProvider: ProviderConfig = {
         { ...request, apiKey },
         baseUrl,
         azureApiVersion,
-        deploymentName
+        deploymentName,
+        pinnedFetch
       )
     }
 
@@ -676,6 +684,7 @@ export const azureOpenAIProvider: ProviderConfig = {
             'api-key': apiKey,
           },
           logger,
+          fetch: pinnedFetch,
         }
       )
     }
@@ -700,6 +709,7 @@ export const azureOpenAIProvider: ProviderConfig = {
           'api-key': apiKey,
         },
         logger,
+        fetch: pinnedFetch,
       }
     )
   },
diff --git a/apps/sim/providers/openai/core.ts b/apps/sim/providers/openai/core.ts
index c0fa50def86..913700ef5d7 100644
--- a/apps/sim/providers/openai/core.ts
+++ b/apps/sim/providers/openai/core.ts
@@ -41,6 +41,12 @@ export interface ResponsesProviderConfig {
   endpoint: string
   headers: Record<string, string>
   logger: Logger
+  /**
+   * Optional fetch implementation. Used to pin the connection to a pre-validated
+   * IP (DNS-rebinding/SSRF protection) when the endpoint is user-supplied.
+   * Defaults to the global fetch.
+   */
+  fetch?: typeof fetch
 }
 
 /**
@@ -51,6 +57,7 @@ export async function executeResponsesProviderRequest(
   config: ResponsesProviderConfig
 ): Promise<ProviderResponse | StreamingExecution> {
   const { logger } = config
+  const fetchImpl = config.fetch ?? fetch
 
   logger.info(`Preparing ${config.providerLabel} request`, {
     model: request.model,
@@ -207,7 +214,7 @@ export async function executeResponsesProviderRequest(
   const postResponses = async (
     body: Record<string, unknown>
   ): Promise<OpenAI.Responses.Response> => {
-    const response = await fetch(config.endpoint, {
+    const response = await fetchImpl(config.endpoint, {
       method: 'POST',
       headers: config.headers,
       body: JSON.stringify(body),
@@ -229,7 +236,7 @@ export async function executeResponsesProviderRequest(
     if (request.stream && (!tools || tools.length === 0)) {
       logger.info(`Using streaming response for ${config.providerLabel} request`)
 
-      const streamResponse = await fetch(config.endpoint, {
+      const streamResponse = await fetchImpl(config.endpoint, {
         method: 'POST',
         headers: config.headers,
         body: JSON.stringify(createRequestBody(initialInput, { stream: true })),
@@ -643,7 +650,7 @@ export async function executeResponsesProviderRequest(
         }
       }
 
-      const streamResponse = await fetch(config.endpoint, {
+      const streamResponse = await fetchImpl(config.endpoint, {
         method: 'POST',
         headers: config.headers,
         body: JSON.stringify(createRequestBody(currentInput, streamOverrides)),