diff --git a/apps/sim/app/api/webhooks/route.ts b/apps/sim/app/api/webhooks/route.ts
index 4d5508a1256..86b5962a772 100644
--- a/apps/sim/app/api/webhooks/route.ts
+++ b/apps/sim/app/api/webhooks/route.ts
@@ -367,9 +367,7 @@ export async function POST(request: NextRequest) {
             )
           }
 
-          // Configure each new webhook (for providers that need configuration)
-          const pollingProviders = ['gmail', 'outlook']
-          const needsConfiguration = pollingProviders.includes(provider)
+          const needsConfiguration = provider === 'gmail' || provider === 'outlook'
 
           if (needsConfiguration) {
             const configureFunc =
diff --git a/apps/sim/lib/core/async-jobs/config.ts b/apps/sim/lib/core/async-jobs/config.ts
index 6d5e020eb84..0537a6a8ef9 100644
--- a/apps/sim/lib/core/async-jobs/config.ts
+++ b/apps/sim/lib/core/async-jobs/config.ts
@@ -7,6 +7,7 @@ const logger = createLogger('AsyncJobsConfig')
 
 let cachedBackend: JobQueueBackend | null = null
 let cachedBackendType: AsyncBackendType | null = null
+let cachedInlineBackend: JobQueueBackend | null = null
 
 /**
  * Determines which async backend to use based on environment configuration.
@@ -71,6 +72,31 @@ export function getCurrentBackendType(): AsyncBackendType | null {
   return cachedBackendType
 }
 
+/**
+ * Gets a job queue backend that bypasses Trigger.dev (Redis -> Database).
+ * Used for non-polling webhooks that should always execute inline.
+ */
+export async function getInlineJobQueue(): Promise<JobQueueBackend> {
+  if (cachedInlineBackend) {
+    return cachedInlineBackend
+  }
+
+  const redis = getRedisClient()
+  let type: string
+  if (redis) {
+    const { RedisJobQueue } = await import('@/lib/core/async-jobs/backends/redis')
+    cachedInlineBackend = new RedisJobQueue(redis)
+    type = 'redis'
+  } else {
+    const { DatabaseJobQueue } = await import('@/lib/core/async-jobs/backends/database')
+    cachedInlineBackend = new DatabaseJobQueue()
+    type = 'database'
+  }
+
+  logger.info(`Inline job backend initialized: ${type}`)
+  return cachedInlineBackend
+}
+
 /**
  * Checks if jobs should be executed inline (fire-and-forget).
  * For Redis/DB backends, we execute inline. Trigger.dev handles execution itself.
@@ -85,4 +111,5 @@ export function shouldExecuteInline(): boolean {
 export function resetJobQueueCache(): void {
   cachedBackend = null
   cachedBackendType = null
+  cachedInlineBackend = null
 }
diff --git a/apps/sim/lib/core/async-jobs/index.ts b/apps/sim/lib/core/async-jobs/index.ts
index 33bb6883029..24e6f1e526f 100644
--- a/apps/sim/lib/core/async-jobs/index.ts
+++ b/apps/sim/lib/core/async-jobs/index.ts
@@ -1,6 +1,7 @@
 export {
   getAsyncBackendType,
   getCurrentBackendType,
+  getInlineJobQueue,
   getJobQueue,
   resetJobQueueCache,
   shouldExecuteInline,
diff --git a/apps/sim/lib/webhooks/processor.ts b/apps/sim/lib/webhooks/processor.ts
index 07c5a2881b1..df45c1f981e 100644
--- a/apps/sim/lib/webhooks/processor.ts
+++ b/apps/sim/lib/webhooks/processor.ts
@@ -5,7 +5,7 @@ import { and, eq, isNull, or } from 'drizzle-orm'
 import { type NextRequest, NextResponse } from 'next/server'
 import { v4 as uuidv4 } from 'uuid'
 import { checkEnterprisePlan, checkTeamPlan } from '@/lib/billing/subscriptions/utils'
-import { getJobQueue, shouldExecuteInline } from '@/lib/core/async-jobs'
+import { getInlineJobQueue, getJobQueue, shouldExecuteInline } from '@/lib/core/async-jobs'
 import { isProd } from '@/lib/core/config/feature-flags'
 import { safeCompare } from '@/lib/core/security/encryption'
 import { getEffectiveDecryptedEnv } from '@/lib/environment/utils'
@@ -29,6 +29,7 @@ import {
 import { executeWebhookJob } from '@/background/webhook-execution'
 import { resolveEnvVarReferences } from '@/executor/utils/reference-validation'
 import { isConfluencePayloadMatch } from '@/triggers/confluence/utils'
+import { isPollingWebhookProvider } from '@/triggers/constants'
 import { isGitHubEventMatch } from '@/triggers/github/utils'
 import { isHubSpotContactEventMatch } from '@/triggers/hubspot/utils'
 import { isJiraEventMatch } from '@/triggers/jira/utils'
@@ -1116,15 +1117,24 @@ export async function queueWebhookExecution(
       ...(credentialId ? { credentialId } : {}),
     }
 
-    const jobQueue = await getJobQueue()
-    const jobId = await jobQueue.enqueue('webhook-execution', payload, {
-      metadata: { workflowId: foundWorkflow.id, userId: actorUserId },
-    })
-    logger.info(
-      `[${options.requestId}] Queued webhook execution task ${jobId} for ${foundWebhook.provider} webhook`
-    )
+    const isPolling = isPollingWebhookProvider(payload.provider)
 
-    if (shouldExecuteInline()) {
+    if (isPolling && !shouldExecuteInline()) {
+      const jobQueue = await getJobQueue()
+      const jobId = await jobQueue.enqueue('webhook-execution', payload, {
+        metadata: { workflowId: foundWorkflow.id, userId: actorUserId },
+      })
+      logger.info(
+        `[${options.requestId}] Queued polling webhook execution task ${jobId} for ${foundWebhook.provider} webhook via job queue`
+      )
+    } else {
+      const jobQueue = await getInlineJobQueue()
+      const jobId = await jobQueue.enqueue('webhook-execution', payload, {
+        metadata: { workflowId: foundWorkflow.id, userId: actorUserId },
+      })
+      logger.info(
+        `[${options.requestId}] Executing ${foundWebhook.provider} webhook ${jobId} inline`
+      )
       void (async () => {
         try {
           await jobQueue.startJob(jobId)
diff --git a/apps/sim/lib/webhooks/utils.server.ts b/apps/sim/lib/webhooks/utils.server.ts
index 8c8e15381ec..76068e451fe 100644
--- a/apps/sim/lib/webhooks/utils.server.ts
+++ b/apps/sim/lib/webhooks/utils.server.ts
@@ -19,6 +19,7 @@ import {
   refreshAccessTokenIfNeeded,
   resolveOAuthAccountId,
 } from '@/app/api/auth/oauth/utils'
+import { isPollingWebhookProvider } from '@/triggers/constants'
 
 const logger = createLogger('WebhookUtils')
 
@@ -2222,10 +2223,7 @@ export async function syncWebhooksForCredentialSet(params: {
     `[${requestId}] Syncing webhooks for credential set ${credentialSetId}, provider ${provider}`
   )
 
-  // Polling providers get unique paths per credential (for independent state)
-  // External webhook providers share the same path (external service sends to one URL)
-  const pollingProviders = ['gmail', 'outlook', 'rss', 'imap']
-  const useUniquePaths = pollingProviders.includes(provider)
+  const useUniquePaths = isPollingWebhookProvider(provider)
 
   const credentials = await getCredentialsForCredentialSet(credentialSetId, oauthProviderId)
 
diff --git a/apps/sim/triggers/constants.test.ts b/apps/sim/triggers/constants.test.ts
new file mode 100644
index 00000000000..6de36a36a3c
--- /dev/null
+++ b/apps/sim/triggers/constants.test.ts
@@ -0,0 +1,41 @@
+/**
+ * @vitest-environment node
+ */
+import { describe, expect, it } from 'vitest'
+import { POLLING_PROVIDERS } from '@/triggers/constants'
+import { TRIGGER_REGISTRY } from '@/triggers/registry'
+
+describe('POLLING_PROVIDERS sync with TriggerConfig.polling', () => {
+  it('matches every trigger with polling: true in the registry', () => {
+    const registryPollingProviders = new Set(
+      Object.values(TRIGGER_REGISTRY)
+        .filter((t) => t.polling === true)
+        .map((t) => t.provider)
+    )
+
+    expect(POLLING_PROVIDERS).toEqual(registryPollingProviders)
+  })
+
+  it('no trigger with polling: true is missing from POLLING_PROVIDERS', () => {
+    const missing: string[] = []
+    for (const trigger of Object.values(TRIGGER_REGISTRY)) {
+      if (trigger.polling && !POLLING_PROVIDERS.has(trigger.provider)) {
+        missing.push(`${trigger.id} (provider: ${trigger.provider})`)
+      }
+    }
+    expect(missing, `Triggers with polling: true missing from POLLING_PROVIDERS`).toEqual([])
+  })
+
+  it('no POLLING_PROVIDERS entry lacks a polling: true trigger in the registry', () => {
+    const extra: string[] = []
+    for (const provider of POLLING_PROVIDERS) {
+      const hasTrigger = Object.values(TRIGGER_REGISTRY).some(
+        (t) => t.provider === provider && t.polling === true
+      )
+      if (!hasTrigger) {
+        extra.push(provider)
+      }
+    }
+    expect(extra, `POLLING_PROVIDERS entries with no matching polling trigger`).toEqual([])
+  })
+})
diff --git a/apps/sim/triggers/constants.ts b/apps/sim/triggers/constants.ts
index d7fcdc997b3..feff397f4cf 100644
--- a/apps/sim/triggers/constants.ts
+++ b/apps/sim/triggers/constants.ts
@@ -35,3 +35,15 @@ export const TRIGGER_RUNTIME_SUBBLOCK_IDS: string[] = [
  * This prevents runaway errors from continuously executing failing workflows.
  */
 export const MAX_CONSECUTIVE_FAILURES = 100
+
+/**
+ * Set of webhook provider names that use polling-based triggers.
+ * Mirrors the `polling: true` flag on TriggerConfig entries.
+ * Used to route execution: polling providers use the full job queue
+ * (Trigger.dev), non-polling providers execute inline.
+ */
+export const POLLING_PROVIDERS = new Set(['gmail', 'outlook', 'rss', 'imap'])
+
+export function isPollingWebhookProvider(provider: string): boolean {
+  return POLLING_PROVIDERS.has(provider)
+}
diff --git a/apps/sim/triggers/gmail/poller.ts b/apps/sim/triggers/gmail/poller.ts
index ee8a8c94718..ada550c5f34 100644
--- a/apps/sim/triggers/gmail/poller.ts
+++ b/apps/sim/triggers/gmail/poller.ts
@@ -30,6 +30,7 @@ export const gmailPollingTrigger: TriggerConfig = {
   description: 'Triggers when new emails are received in Gmail (requires Gmail credentials)',
   version: '1.0.0',
   icon: GmailIcon,
+  polling: true,
 
   subBlocks: [
     {
diff --git a/apps/sim/triggers/imap/poller.ts b/apps/sim/triggers/imap/poller.ts
index cfcc5c5d724..b7a8063e1ab 100644
--- a/apps/sim/triggers/imap/poller.ts
+++ b/apps/sim/triggers/imap/poller.ts
@@ -12,6 +12,7 @@ export const imapPollingTrigger: TriggerConfig = {
   description: 'Triggers when new emails are received via IMAP (works with any email provider)',
   version: '1.0.0',
   icon: MailServerIcon,
+  polling: true,
 
   subBlocks: [
     // Connection settings
diff --git a/apps/sim/triggers/outlook/poller.ts b/apps/sim/triggers/outlook/poller.ts
index 9f3d9b09b17..bd22d2d13bc 100644
--- a/apps/sim/triggers/outlook/poller.ts
+++ b/apps/sim/triggers/outlook/poller.ts
@@ -24,6 +24,7 @@ export const outlookPollingTrigger: TriggerConfig = {
   description: 'Triggers when new emails are received in Outlook (requires Microsoft credentials)',
   version: '1.0.0',
   icon: OutlookIcon,
+  polling: true,
 
   subBlocks: [
     {
diff --git a/apps/sim/triggers/rss/poller.ts b/apps/sim/triggers/rss/poller.ts
index 8d295d47580..0877ee06356 100644
--- a/apps/sim/triggers/rss/poller.ts
+++ b/apps/sim/triggers/rss/poller.ts
@@ -8,6 +8,7 @@ export const rssPollingTrigger: TriggerConfig = {
   description: 'Triggers when new items are published to an RSS feed',
   version: '1.0.0',
   icon: RssIcon,
+  polling: true,
 
   subBlocks: [
     {
diff --git a/apps/sim/triggers/types.ts b/apps/sim/triggers/types.ts
index 3696c4597b2..69e5a5d2fbd 100644
--- a/apps/sim/triggers/types.ts
+++ b/apps/sim/triggers/types.ts
@@ -25,6 +25,9 @@ export interface TriggerConfig {
     method?: 'POST' | 'GET' | 'PUT' | 'DELETE'
     headers?: Record<string, string>
   }
+
+  /** When true, this trigger is poll-based (cron-driven) rather than push-based. */
+  polling?: boolean
 }
 
 export interface TriggerRegistry {