diff --git a/packages/snaps-controllers/src/services/AbstractExecutionService.test.ts b/packages/snaps-controllers/src/services/AbstractExecutionService.test.ts
index 5406137328..516594d1a3 100644
--- a/packages/snaps-controllers/src/services/AbstractExecutionService.test.ts
+++ b/packages/snaps-controllers/src/services/AbstractExecutionService.test.ts
@@ -58,10 +58,12 @@ describe('AbstractExecutionService', () => {
       `,
         endowments: ['console'],
       }),
-    ).rejects.toThrow('The Snaps execution environment failed to start.');
+    ).rejects.toThrow(
+      'The executor for "npm:@metamask/example-snap" was unreachable. The executor did not respond in time.',
+    );
   });
 
-  it('throws an error if execution environment fails to init', async () => {
+  it('throws an error if execution environment fails to start initialization', async () => {
     const { service } = createService(MockExecutionService);
 
     // @ts-expect-error Accessing private property and returning unusable worker.
@@ -78,7 +80,33 @@ describe('AbstractExecutionService', () => {
       `,
         endowments: ['console'],
       }),
-    ).rejects.toThrow('The Snaps execution environment failed to start.');
+    ).rejects.toThrow(
+      `The executor for "npm:@metamask/example-snap" couldn't start initialization. The offscreen document may not exist.`,
+    );
+  });
+
+  it('throws an error if execution environment fails to init', async () => {
+    const { service } = createService(MockExecutionService);
+
+    // @ts-expect-error Accessing private property and returning unusable worker.
+    service.initEnvStream = async (snapId: string) =>
+      new Promise((_resolve) => {
+        // @ts-expect-error Accessing private property to mirror updating state
+        service.setSnapStatus(snapId, 'initializing');
+        // no-op
+      });
+
+    await expect(
+      service.executeSnap({
+        snapId: MOCK_SNAP_ID,
+        sourceCode: `
+        console.log('foo');
+      `,
+        endowments: ['console'],
+      }),
+    ).rejects.toThrow(
+      'The executor for "npm:@metamask/example-snap" failed to initialize. The iframe/webview/worker failed to load.',
+    );
   });
 
   it('throws an error if Snap fails to init', async () => {
diff --git a/packages/snaps-controllers/src/services/AbstractExecutionService.ts b/packages/snaps-controllers/src/services/AbstractExecutionService.ts
index 6985ae58d3..cbb099f37b 100644
--- a/packages/snaps-controllers/src/services/AbstractExecutionService.ts
+++ b/packages/snaps-controllers/src/services/AbstractExecutionService.ts
@@ -60,6 +60,21 @@ export type Job<WorkerType> = {
 export type TerminateJobArgs<WorkerType> = Partial<Job<WorkerType>> &
   Pick<Job<WorkerType>, 'id'>;
 
+/** 
+  Statuses used for diagnostic purposes
+  - created: The initial state, no initialization has started 
+  - initializing: Snap execution environment is initializing
+  - initialized: Snap execution environment has initialized
+  - executing: Snap source code is being executed
+  - running: Snap executed and ready for RPC requests
+ */
+type ExecutionStatus =
+  | 'created'
+  | 'initializing'
+  | 'initialized'
+  | 'executing'
+  | 'running';
+
 export abstract class AbstractExecutionService<WorkerType>
   implements ExecutionService
 {
@@ -69,6 +84,8 @@ export abstract class AbstractExecutionService<WorkerType>
 
   readonly #jobs: Map<string, Job<WorkerType>>;
 
+  readonly #status: Map<string, ExecutionStatus>;
+
   readonly #setupSnapProvider: SetupSnapProvider;
 
   readonly #messenger: ExecutionServiceMessenger;
@@ -90,6 +107,7 @@ export abstract class AbstractExecutionService<WorkerType>
     usePing = true,
   }: ExecutionServiceArgs) {
     this.#jobs = new Map();
+    this.#status = new Map();
     this.#setupSnapProvider = setupSnapProvider;
     this.#messenger = messenger;
     this.#initTimeout = initTimeout;
@@ -186,6 +204,7 @@ export abstract class AbstractExecutionService<WorkerType>
     this.terminateJob(job);
 
     this.#jobs.delete(snapId);
+    this.#status.delete(snapId);
     log(`Snap "${snapId}" terminated.`);
   }
 
@@ -244,7 +263,17 @@ export abstract class AbstractExecutionService<WorkerType>
     if (result === hasTimedOut) {
       // For certain environments, such as the iframe we may have already created the worker and wish to terminate it.
       this.terminateJob({ id: snapId });
-      throw new Error('The Snaps execution environment failed to start.');
+
+      const status = this.#status.get(snapId);
+      if (status === 'created') {
+        // Currently this error can only be thrown by OffscreenExecutionService.
+        throw new Error(
+          `The executor for "${snapId}" couldn't start initialization. The offscreen document may not exist.`,
+        );
+      }
+      throw new Error(
+        `The executor for "${snapId}" failed to initialize. The iframe/webview/worker failed to load.`,
+      );
     }
 
     const { worker, stream: envStream } = result;
@@ -307,6 +336,16 @@ export abstract class AbstractExecutionService<WorkerType>
     stream: BasePostMessageStream;
   }>;
 
+  /**
+   * Set the execution status of the Snap.
+   *
+   * @param snapId - The Snap ID.
+   * @param status - The current execution status.
+   */
+  protected setSnapStatus(snapId: string, status: ExecutionStatus) {
+    this.#status.set(snapId, status);
+  }
+
   async terminateAllSnaps() {
     await Promise.all(
       [...this.#jobs.keys()].map(async (snapId) => this.terminateSnap(snapId)),
@@ -332,6 +371,8 @@ export abstract class AbstractExecutionService<WorkerType>
       throw new Error(`"${snapId}" is already running.`);
     }
 
+    this.setSnapStatus(snapId, 'created');
+
     const timer = new Timer(this.#initTimeout);
 
     // This may resolve even if the environment has failed to start up fully
@@ -350,7 +391,9 @@ export abstract class AbstractExecutionService<WorkerType>
       );
 
       if (pingResult === hasTimedOut) {
-        throw new Error('The Snaps execution environment failed to start.');
+        throw new Error(
+          `The executor for "${snapId}" was unreachable. The executor did not respond in time.`,
+        );
       }
     }
 
@@ -360,6 +403,8 @@ export abstract class AbstractExecutionService<WorkerType>
 
     const remainingTime = timer.remaining;
 
+    this.setSnapStatus(snapId, 'initialized');
+
     const request = {
       jsonrpc: '2.0',
       method: 'executeSnap',
@@ -369,6 +414,8 @@ export abstract class AbstractExecutionService<WorkerType>
 
     assertIsJsonRpcRequest(request);
 
+    this.setSnapStatus(snapId, 'executing');
+
     const result = await withTimeout(
       this.#command(job.id, request),
       remainingTime,
@@ -378,6 +425,10 @@ export abstract class AbstractExecutionService<WorkerType>
       throw new Error(`${snapId} failed to start.`);
     }
 
+    if (result === 'OK') {
+      this.setSnapStatus(snapId, 'running');
+    }
+
     return result as string;
   }
 
diff --git a/packages/snaps-controllers/src/services/iframe/IframeExecutionService.ts b/packages/snaps-controllers/src/services/iframe/IframeExecutionService.ts
index a64ae65f4a..71812eb559 100644
--- a/packages/snaps-controllers/src/services/iframe/IframeExecutionService.ts
+++ b/packages/snaps-controllers/src/services/iframe/IframeExecutionService.ts
@@ -37,6 +37,8 @@ export class IframeExecutionService extends AbstractExecutionService<Window> {
     worker: Window;
     stream: BasePostMessageStream;
   }> {
+    this.setSnapStatus(snapId, 'initializing');
+
     const iframeWindow = await createWindow({
       uri: this.iframeUrl.toString(),
       id: snapId,
diff --git a/packages/snaps-controllers/src/services/node-js/NodeProcessExecutionService.ts b/packages/snaps-controllers/src/services/node-js/NodeProcessExecutionService.ts
index 37efc15580..75c344958a 100644
--- a/packages/snaps-controllers/src/services/node-js/NodeProcessExecutionService.ts
+++ b/packages/snaps-controllers/src/services/node-js/NodeProcessExecutionService.ts
@@ -7,10 +7,12 @@ import type { TerminateJobArgs } from '..';
 import { AbstractExecutionService } from '..';
 
 export class NodeProcessExecutionService extends AbstractExecutionService<ChildProcess> {
-  protected async initEnvStream(): Promise<{
+  protected async initEnvStream(snapId: string): Promise<{
     worker: ChildProcess;
     stream: BasePostMessageStream;
   }> {
+    this.setSnapStatus(snapId, 'initializing');
+
     const worker = fork(
       require.resolve('@metamask/snaps-execution-environments/node-process'),
       {
diff --git a/packages/snaps-controllers/src/services/node-js/NodeThreadExecutionService.ts b/packages/snaps-controllers/src/services/node-js/NodeThreadExecutionService.ts
index a864b39f4f..223506acf5 100644
--- a/packages/snaps-controllers/src/services/node-js/NodeThreadExecutionService.ts
+++ b/packages/snaps-controllers/src/services/node-js/NodeThreadExecutionService.ts
@@ -6,10 +6,12 @@ import type { TerminateJobArgs } from '..';
 import { AbstractExecutionService } from '..';
 
 export class NodeThreadExecutionService extends AbstractExecutionService<Worker> {
-  protected async initEnvStream(): Promise<{
+  protected async initEnvStream(snapId: string): Promise<{
     worker: Worker;
     stream: BasePostMessageStream;
   }> {
+    this.setSnapStatus(snapId, 'initializing');
+
     const worker = new Worker(
       require.resolve('@metamask/snaps-execution-environments/node-thread'),
       {
diff --git a/packages/snaps-controllers/src/services/proxy/ProxyExecutionService.ts b/packages/snaps-controllers/src/services/proxy/ProxyExecutionService.ts
index d51acd47e8..251f7131b9 100644
--- a/packages/snaps-controllers/src/services/proxy/ProxyExecutionService.ts
+++ b/packages/snaps-controllers/src/services/proxy/ProxyExecutionService.ts
@@ -71,6 +71,8 @@ export class ProxyExecutionService extends AbstractExecutionService<string> {
    * @returns An object with the worker ID and stream.
    */
   protected async initEnvStream(snapId: string) {
+    this.setSnapStatus(snapId, 'initializing');
+
     const stream = new ProxyPostMessageStream({
       stream: this.#stream,
       jobId: snapId,
diff --git a/packages/snaps-controllers/src/services/webview/WebViewExecutionService.ts b/packages/snaps-controllers/src/services/webview/WebViewExecutionService.ts
index 3fb72d90d1..623a939502 100644
--- a/packages/snaps-controllers/src/services/webview/WebViewExecutionService.ts
+++ b/packages/snaps-controllers/src/services/webview/WebViewExecutionService.ts
@@ -40,6 +40,8 @@ export class WebViewExecutionService extends AbstractExecutionService<WebViewInt
    * @returns An object with the webview and stream.
    */
   protected async initEnvStream(snapId: string) {
+    this.setSnapStatus(snapId, 'initializing');
+
     const webView = await this.#createWebView(snapId);
 
     const stream = new WebViewMessageStream({