diff --git a/__tests__/main.test.ts b/__tests__/main.test.ts
index 998b887..e243544 100644
--- a/__tests__/main.test.ts
+++ b/__tests__/main.test.ts
@@ -15,7 +15,19 @@ jest.mock('../src/updater')
 describe('run', () => {
   let context: Context
 
+  let failJobSpy: any
+  let markJobAsProcessedSpy: any
+  let reportJobErrorSpy: any
+
   beforeEach(async () => {
+    failJobSpy = jest.spyOn(APIClient.prototype, 'failJob')
+
+    markJobAsProcessedSpy = jest.spyOn(
+      APIClient.prototype,
+      'markJobAsProcessed'
+    )
+    reportJobErrorSpy = jest.spyOn(APIClient.prototype, 'reportJobError')
+
     jest.spyOn(core, 'info').mockImplementation(jest.fn())
     jest.spyOn(core, 'setFailed').mockImplementation(jest.fn())
   })
@@ -39,6 +51,14 @@ describe('run', () => {
         expect.stringContaining('🤖 ~fin~')
       )
     })
+
+    test('it defers reporting back to dependabot-api to the updater itself', async () => {
+      await run(context)
+
+      expect(markJobAsProcessedSpy).not.toHaveBeenCalled()
+      expect(failJobSpy).not.toHaveBeenCalled()
+      expect(reportJobErrorSpy).not.toHaveBeenCalled()
+    })
   })
 
   describe('when the action is triggered on an unsupported event', () => {
@@ -48,16 +68,20 @@ describe('run', () => {
       context = new Context()
     })
 
-    test('it explains the event is unsupported without logging to dependabot-api', async () => {
+    test('it fails the workflow', async () => {
       await run(context)
 
       expect(core.setFailed).not.toHaveBeenCalled()
       expect(core.info).toHaveBeenCalledWith(
-        expect.stringContaining(
-          "Dependabot Updater Action does not support 'issue_created' events."
-        )
+        "Dependabot Updater Action does not support 'issue_created' events."
       )
     })
+
+    test('it does not report this failed run to dependabot-api', async () => {
+      await run(context)
+
+      expect(failJobSpy).not.toHaveBeenCalled()
+    })
   })
 
   describe('when there is an error retrieving job parameters', () => {
@@ -73,13 +97,19 @@ describe('run', () => {
       context = new Context()
     })
 
-    test('it relays an error to dependabot-api and marks the job as processed', async () => {
+    test('it fails the workflow with the raw error', async () => {
       await run(context)
 
       expect(core.setFailed).toHaveBeenCalledWith(
-        expect.stringContaining('unexpected error retrieving job params')
+        new Error('unexpected error retrieving job params')
       )
     })
+
+    test('it does not inform dependabot-api as it cannot instantiate a client without the params', async () => {
+      await run(context)
+
+      expect(failJobSpy).not.toHaveBeenCalled()
+    })
   })
 
   describe('when there is an error retrieving job details from DependabotAPI', () => {
@@ -97,13 +127,21 @@ describe('run', () => {
       context = new Context()
     })
 
-    test('it relays an error to dependabot-api and marks the job as processed', async () => {
+    test('it fails the workflow', async () => {
       await run(context)
 
       expect(core.setFailed).toHaveBeenCalledWith(
         expect.stringContaining('error getting job details')
       )
     })
+
+    test('it relays a failure message to the dependabot service', async () => {
+      await run(context)
+
+      expect(failJobSpy).toHaveBeenCalledWith(
+        new Error('error getting job details')
+      )
+    })
   })
 
   describe('when there is an error retrieving job credentials from DependabotAPI', () => {
@@ -121,17 +159,25 @@ describe('run', () => {
       context = new Context()
     })
 
-    test('it relays an error to dependabot-api and marks the job as processed', async () => {
+    test('it fails the workflow', async () => {
       await run(context)
 
       expect(core.setFailed).toHaveBeenCalledWith(
         expect.stringContaining('error getting credentials')
       )
     })
+
+    test('it relays a failure message to the dependabot service', async () => {
+      await run(context)
+
+      expect(failJobSpy).toHaveBeenCalledWith(
+        new Error('error getting credentials')
+      )
+    })
   })
 
   describe('when there is an error running the update', () => {
-    beforeAll(() => {
+    beforeEach(() => {
       jest
         .spyOn(Updater.prototype, 'runUpdater')
         .mockImplementationOnce(
@@ -145,12 +191,20 @@ describe('run', () => {
       context = new Context()
     })
 
-    test('it relays an error to dependabot-api and marks the job as processed', async () => {
+    test('it fails the workflow', async () => {
       await run(context)
 
       expect(core.setFailed).toHaveBeenCalledWith(
         expect.stringContaining('error running the update')
       )
     })
+
+    test('it relays a failure message to the dependabot service', async () => {
+      await run(context)
+
+      expect(failJobSpy).toHaveBeenCalledWith(
+        new Error('error running the update')
+      )
+    })
   })
 })
diff --git a/src/api-client.ts b/src/api-client.ts
index fdcdf07..3a4bea9 100644
--- a/src/api-client.ts
+++ b/src/api-client.ts
@@ -26,7 +26,7 @@ export type JobDetails = {
 }
 
 export enum JobErrorType {
-  Unknown = 'actions_runner_unknown'
+  Unknown = 'actions_workflow_unknown'
 }
 
 export type JobError = {
diff --git a/src/main.ts b/src/main.ts
index 26e6ed8..b605334 100644
--- a/src/main.ts
+++ b/src/main.ts
@@ -27,21 +27,33 @@ export async function run(context: Context): Promise<void> {
 
     const client = axios.create({baseURL: params.dependabotAPIURL})
     const apiClient = new APIClient(client, params)
-    const details = await apiClient.getJobDetails()
-    const credentials = await apiClient.getCredentials()
-    const updater = new Updater(
-      UPDATER_IMAGE_NAME,
-      PROXY_IMAGE_NAME,
-      apiClient,
-      details,
-      credentials
-    )
-    await ImageService.pull(UPDATER_IMAGE_NAME)
-    await ImageService.pull(PROXY_IMAGE_NAME)
-
-    await updater.runUpdater()
-    core.info('🤖 ~fin~')
+
+    try {
+      const details = await apiClient.getJobDetails()
+      const credentials = await apiClient.getCredentials()
+      const updater = new Updater(
+        UPDATER_IMAGE_NAME,
+        PROXY_IMAGE_NAME,
+        apiClient,
+        details,
+        credentials
+      )
+      await ImageService.pull(UPDATER_IMAGE_NAME)
+      await ImageService.pull(PROXY_IMAGE_NAME)
+
+      await updater.runUpdater()
+      core.info('🤖 ~fin~')
+    } catch (error) {
+      // Update Dependabot API on the job failure
+      apiClient.failJob(error)
+      core.setFailed(error.message)
+    }
   } catch (error) {
+    // If we've reached this point, we do not have a viable
+    // API client to report back to Dependabot API.
+    //
+    // We output the raw error in the Action logs and defer
+    // to workflow_run monitoring to detect the job failure.
     core.setFailed(error)
   }
 }