diff --git a/cli/src/commands/server.ts b/cli/src/commands/server.ts
index 30196b2..5e16d49 100644
--- a/cli/src/commands/server.ts
+++ b/cli/src/commands/server.ts
@@ -15,6 +15,7 @@ import {buildContext} from '../services/context.services';
 import {collectIdentities} from '../services/identity.services';
 import {setController} from '../services/server/controller.services';
 import {transfer} from '../services/server/ledger.services';
+import {toggleOpenIdMonitoring} from '../services/server/observatory.services';
 import {touchWatchedFile} from '../services/server/touch.services';
 import type {CliContext} from '../types/context';
 import {prettifyError} from '../utils/error.utils';
@@ -47,6 +48,8 @@ const buildServer = ({context}: {context: CliContext}): Server =>
     const command = pathname.split('/')[1];
     // eslint-disable-next-line @typescript-eslint/prefer-destructuring
     const subCommand = pathname.split('/')[2];
+    // eslint-disable-next-line @typescript-eslint/prefer-destructuring
+    const subSubCommand = pathname.split('/')[3];
 
     const done = () => {
       res.writeHead(200, headers);
@@ -79,17 +82,26 @@ const buildServer = ({context}: {context: CliContext}): Server =>
 
       // If the CLI was build for the satellite but the /console/ is queried, then the feature is not supported.
       const satelliteBuild = process.env.CLI_BUILD === 'satellite';
+      const skylabBuild = process.env.CLI_BUILD === 'skylab';
 
       if (!satelliteBuild && ['console', 'observatory'].includes(command)) {
-        switch (subCommand) {
-          case 'controller':
-            await setController({
-              context,
-              searchParams,
-              key: command === 'observatory' ? observatory.key : consoleModule.key
-            });
-            done();
-            return;
+        if (subCommand === 'controller') {
+          await setController({
+            context,
+            searchParams,
+            key: command === 'observatory' ? observatory.key : consoleModule.key
+          });
+          done();
+          return;
+        }
+
+        if (skylabBuild && subCommand === 'monitoring' && subSubCommand === 'openid') {
+          await toggleOpenIdMonitoring({
+            context,
+            searchParams
+          });
+          done();
+          return;
         }
 
         error404();
diff --git a/cli/src/services/server/observatory.services.ts b/cli/src/services/server/observatory.services.ts
new file mode 100644
index 0000000..4b492b4
--- /dev/null
+++ b/cli/src/services/server/observatory.services.ts
@@ -0,0 +1,50 @@
+import {OBSERVATORY_CANISTER_ID} from '../../modules/observatory';
+import type {CliContext} from '../../types/context';
+import {getObservatoryActor} from '../actor.services';
+
+export const toggleOpenIdMonitoring = async ({
+  context,
+  searchParams
+}: {
+  context: CliContext;
+  searchParams: URLSearchParams;
+}) => {
+  const action = searchParams.get('action') ?? '';
+
+  switch (action) {
+    case 'start': {
+      await startOpenIdMonitoring({context});
+      return;
+    }
+    case 'stop': {
+      await stopOpenIdMonitoring({context});
+      return;
+    }
+    default:
+      throw new Error('Unknown action provided for toggling OpenId monitoring');
+  }
+};
+
+const startOpenIdMonitoring = async ({context}: {context: CliContext}) => {
+  const {agent} = context;
+
+  const {start_openid_monitoring} = await getObservatoryActor({
+    agent,
+    canisterId: OBSERVATORY_CANISTER_ID
+  });
+
+  await start_openid_monitoring();
+  console.log('🟢 Observatory OpenId monitoring started.');
+};
+
+const stopOpenIdMonitoring = async ({context}: {context: CliContext}) => {
+  const {agent} = context;
+
+  const {stop_openid_monitoring} = await getObservatoryActor({
+    agent,
+    canisterId: OBSERVATORY_CANISTER_ID
+  });
+
+  await stop_openid_monitoring();
+  console.log('🔴 Observatory OpenId monitoring stopped.');
+};