diff --git a/packages/cli/src/__tests__/license.test.ts b/packages/cli/src/__tests__/license.test.ts
index fb6868e02e..c4170279ce 100644
--- a/packages/cli/src/__tests__/license.test.ts
+++ b/packages/cli/src/__tests__/license.test.ts
@@ -214,6 +214,64 @@ describe('License', () => {
 		const mainPlan = license.getMainPlan();
 		expect(mainPlan).toBeUndefined();
 	});
+
+	describe('onExpirySoon', () => {
+		it.each([
+			{
+				instanceType: 'main' as const,
+				isLeader: true,
+				shouldReload: false,
+				description: 'Leader main should not reload',
+			},
+			{
+				instanceType: 'main' as const,
+				isLeader: false,
+				shouldReload: true,
+				description: 'Follower main should reload',
+			},
+			{
+				instanceType: 'worker' as const,
+				isLeader: false,
+				shouldReload: true,
+				description: 'Worker should reload',
+			},
+			{
+				instanceType: 'webhook' as const,
+				isLeader: false,
+				shouldReload: true,
+				description: 'Webhook should reload',
+			},
+		])('$description', async ({ instanceType, isLeader, shouldReload }) => {
+			const logger = mockLogger();
+			const reloadSpy = jest.spyOn(License.prototype, 'reload').mockResolvedValueOnce();
+			const instanceSettings = mock<InstanceSettings>({ instanceType });
+			Object.defineProperty(instanceSettings, 'isLeader', { get: () => isLeader });
+
+			license = new License(
+				logger,
+				instanceSettings,
+				mock(),
+				mock(),
+				mock<GlobalConfig>({ license: licenseConfig }),
+			);
+
+			await license.init();
+
+			const licenseManager = LicenseManager as jest.MockedClass<typeof LicenseManager>;
+			const calls = licenseManager.mock.calls;
+			const licenseManagerCall = calls[calls.length - 1][0];
+			const onExpirySoon = licenseManagerCall.onExpirySoon;
+
+			if (shouldReload) {
+				expect(onExpirySoon).toBeDefined();
+				onExpirySoon!();
+				expect(reloadSpy).toHaveBeenCalled();
+			} else {
+				expect(onExpirySoon).toBeUndefined();
+				expect(reloadSpy).not.toHaveBeenCalled();
+			}
+		});
+	});
 });
 
 describe('License', () => {
diff --git a/packages/cli/src/license.ts b/packages/cli/src/license.ts
index eec82fe9e8..fb6fb111e2 100644
--- a/packages/cli/src/license.ts
+++ b/packages/cli/src/license.ts
@@ -78,6 +78,8 @@ export class License implements LicenseProvider {
 		const collectPassthroughData = isMainInstance
 			? async () => await this.licenseMetricsService.collectPassthroughData()
 			: async () => ({});
+		const onExpirySoon = !this.instanceSettings.isLeader ? () => this.onExpirySoon() : undefined;
+		const expirySoonOffsetMins = !this.instanceSettings.isLeader ? 120 : undefined;
 
 		const { isLeader } = this.instanceSettings;
 		const { autoRenewalEnabled } = this.globalConfig.license;
@@ -107,6 +109,8 @@ export class License implements LicenseProvider {
 				collectPassthroughData,
 				onFeatureChange,
 				onLicenseRenewed,
+				onExpirySoon,
+				expirySoonOffsetMins,
 			});
 
 			await this.manager.initialize();
@@ -433,4 +437,20 @@ export class License implements LicenseProvider {
 	disableAutoRenewals() {
 		this.manager?.disableAutoRenewals();
 	}
+
+	private onExpirySoon() {
+		this.logger.info('License is about to expire soon, reloading license...');
+
+		// reload in background to avoid blocking SDK
+
+		void this.reload()
+			.then(() => {
+				this.logger.info('Reloaded license on expiry soon');
+			})
+			.catch((error) => {
+				this.logger.error('Failed to reload license on expiry soon', {
+					error: error instanceof Error ? error.message : error,
+				});
+			});
+	}
 }