diff --git a/.changeset/silly-planes-march.md b/.changeset/silly-planes-march.md
new file mode 100644
index 00000000000..d728ac866b9
--- /dev/null
+++ b/.changeset/silly-planes-march.md
@@ -0,0 +1,5 @@
+---
+"trigger.dev": major
+---
+
+Kill orphaned trigger-dev-run-worker processes when CLI is killed with SIGKILL
diff --git a/packages/cli-v3/src/dev/devSupervisor.ts b/packages/cli-v3/src/dev/devSupervisor.ts
index 59b2d2a473b..8dd7dfff408 100644
--- a/packages/cli-v3/src/dev/devSupervisor.ts
+++ b/packages/cli-v3/src/dev/devSupervisor.ts
@@ -80,6 +80,9 @@ class DevSupervisor implements WorkerRuntime {
   private activeRunsPath?: string;
   private watchdogPidPath?: string;
 
+  private activeRunsUpdateInterval?: NodeJS.Timeout;
+
+
   constructor(public readonly options: WorkerRuntimeOptions) { }
 
   async init(): Promise<void> {
@@ -153,6 +156,10 @@ class DevSupervisor implements WorkerRuntime {
 
     // Spawn detached watchdog to cancel runs if CLI is killed (e.g. pnpm SIGKILL)
     this.#spawnWatchdog();
+    // Keep active-runs.json current with latest worker PIDs
+    this.activeRunsUpdateInterval = setInterval(() => {
+      this.#updateActiveRunsFile();
+    }, 2_000);
 
     //start dequeuing
     await this.#dequeueRuns();
@@ -198,6 +205,10 @@ class DevSupervisor implements WorkerRuntime {
         });
       }
     }
+
+    if (this.activeRunsUpdateInterval) {
+      clearInterval(this.activeRunsUpdateInterval);
+    }
   }
 
   #spawnWatchdog() {
@@ -292,6 +303,7 @@ class DevSupervisor implements WorkerRuntime {
       const data = {
         parentPid: process.pid,
         runFriendlyIds: Array.from(this.runControllers.keys()),
+        workerPids: this.taskRunProcessPool?.getAllPids() ?? [],
       };
       // Atomic write: write to temp file then rename to avoid corrupt reads
       const tmpPath = this.activeRunsPath + ".tmp";
diff --git a/packages/cli-v3/src/dev/devWatchdog.ts b/packages/cli-v3/src/dev/devWatchdog.ts
index 15dfae929f3..922cdbd10dd 100644
--- a/packages/cli-v3/src/dev/devWatchdog.ts
+++ b/packages/cli-v3/src/dev/devWatchdog.ts
@@ -71,10 +71,10 @@ writeFileSync(pidFilePath, `${PID_FILE_PREFIX}${process.pid}`);
 function cleanup() {
   try {
     unlinkSync(pidFilePath);
-  } catch {}
+  } catch { }
   try {
     unlinkSync(activeRunsPath);
-  } catch {}
+  } catch { }
 }
 
 function cleanupTmpDir() {
@@ -95,12 +95,39 @@ function isParentAlive(): boolean {
   }
 }
 
-function readActiveRuns(): string[] {
+function readActiveRuns(): { runFriendlyIds: string[]; workerPids: number[] } {
   try {
     const data = JSON.parse(readFileSync(activeRunsPath, "utf8"));
-    return data.runFriendlyIds ?? [];
+    return {
+      runFriendlyIds: data.runFriendlyIds ?? [],
+      workerPids: data.workerPids ?? [],
+    };
   } catch {
-    return [];
+    return { runFriendlyIds: [], workerPids: [] };
+  }
+}
+
+async function killWorkerProcesses(pids: number[]): Promise<void> {
+  for (const pid of pids) {
+    try {
+      process.kill(pid, "SIGTERM");
+    } catch {
+      // Already dead
+    }
+  }
+
+  if (pids.length === 0) return;
+
+  // Give processes a moment to exit cleanly before SIGKILL
+  await new Promise((resolve) => setTimeout(resolve, 3_000));
+
+  for (const pid of pids) {
+    try {
+      process.kill(pid, 0); // Check if still alive
+      process.kill(pid, "SIGKILL");
+    } catch {
+      // Already dead — good
+    }
   }
 }
 
@@ -124,7 +151,10 @@ const MAX_DISCONNECT_ATTEMPTS = 5;
 const INITIAL_BACKOFF_MS = 500;
 
 async function onParentDied(): Promise<void> {
-  const runFriendlyIds = readActiveRuns();
+  const { runFriendlyIds, workerPids } = readActiveRuns();
+
+  //kill orphaned worker processes first
+  await killWorkerProcesses(workerPids);
 
   if (runFriendlyIds.length > 0) {
     for (let attempt = 0; attempt < MAX_DISCONNECT_ATTEMPTS; attempt++) {
diff --git a/packages/cli-v3/src/dev/taskRunProcessPool.test.ts b/packages/cli-v3/src/dev/taskRunProcessPool.test.ts
new file mode 100644
index 00000000000..23cdac5cb55
--- /dev/null
+++ b/packages/cli-v3/src/dev/taskRunProcessPool.test.ts
@@ -0,0 +1,25 @@
+import { describe, it, expect } from "vitest";
+import { TaskRunProcessPool } from "./taskRunProcessPool.js";
+
+describe("TaskRunProcessPool", () => {
+  it("getAllPids returns empty array when pool is empty", () => {
+    const pool = new TaskRunProcessPool({
+      env: {},
+      cwd: "/tmp",
+      enableProcessReuse: false,
+    });
+
+    expect(pool.getAllPids()).toEqual([]);
+  });
+
+  it("getAllPids returns no undefined values", () => {
+    const pool = new TaskRunProcessPool({
+      env: {},
+      cwd: "/tmp",
+      enableProcessReuse: false,
+    });
+
+    const pids = pool.getAllPids();
+    expect(pids.every((pid) => typeof pid === "number")).toBe(true);
+  });
+});
\ No newline at end of file
diff --git a/packages/cli-v3/src/dev/taskRunProcessPool.ts b/packages/cli-v3/src/dev/taskRunProcessPool.ts
index 810be7acb43..0156a4d4835 100644
--- a/packages/cli-v3/src/dev/taskRunProcessPool.ts
+++ b/packages/cli-v3/src/dev/taskRunProcessPool.ts
@@ -271,6 +271,24 @@ export class TaskRunProcessPool {
     }
   }
 
+  getAllPids(): number[] {
+    const pids: number[] = [];
+
+    for (const processes of this.availableProcessesByVersion.values()) {
+      for (const process of processes) {
+        if (process.pid !== undefined) pids.push(process.pid);
+      }
+    }
+
+    for (const processSet of this.busyProcessesByVersion.values()) {
+      for (const process of processSet) {
+        if (process.pid !== undefined) pids.push(process.pid);
+      }
+    }
+
+    return pids;
+  }
+
   async shutdown(): Promise<void> {
     const totalAvailable = Array.from(this.availableProcessesByVersion.values()).reduce(
       (sum, processes) => sum + processes.length,