diff --git a/src/commands/launch/rollback.test.ts b/src/commands/launch/rollback.test.ts
index ad5cf33..721f342 100644
--- a/src/commands/launch/rollback.test.ts
+++ b/src/commands/launch/rollback.test.ts
@@ -82,23 +82,73 @@ describe('Rollback Command', () => {
     jest.clearAllMocks();
   });
 
-  it('exits when no rollback-eligible deployments are available', async () => {
-    const noEligibleResponse = {
-      data: {
-        Environments: {
-          edges: [
-            {
-              node: {
-                uid: 'env-uid',
-                name: 'Default',
-                deployments: { edges: [{ node: liveDeployment }] },
-              },
+  const noEligibleResponse = {
+    data: {
+      Environments: {
+        edges: [
+          {
+            node: {
+              uid: 'env-uid',
+              name: 'Default',
+              deployments: { edges: [{ node: liveDeployment }] },
             },
-          ],
-        },
+          },
+        ],
       },
-    };
-    const query = jest.fn().mockResolvedValueOnce(noEligibleResponse);
+    },
+  };
+
+  it('exits when no rollback-eligible deployments are available', async () => {
+    const query = jest
+      .fn()
+      .mockResolvedValueOnce(noEligibleResponse)
+      .mockResolvedValueOnce({
+        data: { RollbackSettings: { isEnabled: true, retentionCount: 3 } },
+      });
+    const mutate = jest.fn();
+    const cmd = buildCommand({ environment: 'Default' }, query, mutate);
+    jest
+      .spyOn(cmd as any, 'fetchCurrentLiveDeployment')
+      .mockResolvedValueOnce(liveDeployment);
+
+    await expect((cmd as any).rollbackDeployment()).rejects.toThrow('process.exit:1');
+
+    expect(mutate).not.toHaveBeenCalled();
+    expect(exitMock).toHaveBeenCalledWith(1);
+    expect((cmd as any).log).toHaveBeenCalledWith(
+      'No rollback-eligible deployments are available for this environment.',
+      'error',
+    );
+  });
+
+  it('shows a plan-not-available message when instant rollback is not entitled', async () => {
+    const query = jest
+      .fn()
+      .mockResolvedValueOnce(noEligibleResponse)
+      .mockResolvedValueOnce({
+        data: { RollbackSettings: { isEnabled: false, retentionCount: 0 } },
+      });
+    const mutate = jest.fn();
+    const cmd = buildCommand({ environment: 'Default' }, query, mutate);
+    jest
+      .spyOn(cmd as any, 'fetchCurrentLiveDeployment')
+      .mockResolvedValueOnce(liveDeployment);
+
+    await expect((cmd as any).rollbackDeployment()).rejects.toThrow('process.exit:1');
+
+    expect(mutate).not.toHaveBeenCalled();
+    expect(exitMock).toHaveBeenCalledWith(1);
+    expect((cmd as any).log).toHaveBeenCalledWith(
+      'Instant rollback isn\'t available on your organization\'s plan.',
+      'error',
+    );
+  });
+
+  it('falls back to the generic message when the settings fetch fails', async () => {
+    const query = jest
+      .fn()
+      .mockResolvedValueOnce(noEligibleResponse)
+      .mockRejectedValueOnce(new Error('network error'));
     const mutate = jest.fn();
     const cmd = buildCommand({ environment: 'Default' }, query, mutate);
     jest
diff --git a/src/commands/launch/rollback.ts b/src/commands/launch/rollback.ts
index 8cf536a..84b3ddb 100644
--- a/src/commands/launch/rollback.ts
+++ b/src/commands/launch/rollback.ts
@@ -10,6 +10,7 @@ import {
   environmentsQuery,
   latestLiveDeploymentQuery,
   rollbackDeploymentMutation,
+  rollbackSettingsQuery,
 } from '../../graphql';
 import { Logger, selectOrg, selectProject } from '../../util';
 
@@ -88,7 +89,12 @@ export default class Rollback extends BaseCommand<typeof Rollback> {
     const eligibleSorted = this.getEligibleSortedDeployments(environment, currentLive?.uid);
 
     if (isEmpty(eligibleSorted)) {
-      this.log('No rollback-eligible deployments are available for this environment.', 'error');
+      const settings = await this.fetchRollbackSettings();
+      if (settings?.isEnabled === false) {
+        this.log('Instant rollback isn\'t available on your organization\'s plan.', 'error');
+      } else {
+        this.log('No rollback-eligible deployments are available for this environment.', 'error');
+      }
       process.exit(1);
     }
 
@@ -194,6 +200,18 @@ export default class Rollback extends BaseCommand<typeof Rollback> {
       .catch(() => undefined);
   }
 
+  /**
+   * @method fetchRollbackSettings - org-level entitlement; undefined on any fetch failure
+   *
+   * @memberof Rollback
+   */
+  async fetchRollbackSettings(): Promise<{ isEnabled: boolean; retentionCount: number } | undefined> {
+    return this.apolloClient
+      .query({ query: rollbackSettingsQuery })
+      .then(({ data }) => data?.RollbackSettings)
+      .catch(() => undefined);
+  }
+
   /**
    * @method getEligibleSortedDeployments - eligible deployments excluding current live, sorted by number desc
    *
diff --git a/src/graphql/queries.ts b/src/graphql/queries.ts
index 1cc1578..e3d9886 100755
--- a/src/graphql/queries.ts
+++ b/src/graphql/queries.ts
@@ -185,6 +185,15 @@ const latestLiveDeploymentQuery: DocumentNode = gql`
   }
 `;
 
+const rollbackSettingsQuery: DocumentNode = gql`
+  query RollbackSettings {
+    RollbackSettings {
+      isEnabled
+      retentionCount
+    }
+  }
+`;
+
 const environmentsQuery: DocumentNode = gql`
   query Environments($skipRollbackData: Boolean = true) {
     Environments {
@@ -228,4 +237,5 @@ export {
   serverlessLogsQuery,
   latestLiveDeploymentQuery,
   environmentsQuery,
+  rollbackSettingsQuery,
 };