diff --git a/packages/twenty-server/src/engine/core-modules/enterprise/services/__tests__/enterprise-plan.service.spec.ts b/packages/twenty-server/src/engine/core-modules/enterprise/services/__tests__/enterprise-plan.service.spec.ts
index 558cdedde3..2ed3ffbdbf 100644
--- a/packages/twenty-server/src/engine/core-modules/enterprise/services/__tests__/enterprise-plan.service.spec.ts
+++ b/packages/twenty-server/src/engine/core-modules/enterprise/services/__tests__/enterprise-plan.service.spec.ts
@@ -5,6 +5,7 @@ import { getRepositoryToken } from '@nestjs/typeorm';
 
 import { AppTokenEntity } from 'src/engine/core-modules/app-token/app-token.entity';
 import { EnterprisePlanService } from 'src/engine/core-modules/enterprise/services/enterprise-plan.service';
+import { NodeEnvironment } from 'src/engine/core-modules/twenty-config/interfaces/node-environment.interface';
 import {
   ConfigVariableException,
   ConfigVariableExceptionCode,
@@ -353,6 +354,20 @@ describe('EnterprisePlanService', () => {
 
       expect(service.isValidEnterpriseKeyFormat(invalidKey)).toBe(false);
     });
+
+    it('should accept production key when NODE_ENV is development', () => {
+      configGetMock.mockImplementation((key: string) => {
+        if (key === 'NODE_ENV') return NodeEnvironment.DEVELOPMENT;
+        if (key === 'ENTERPRISE_API_URL') return MOCK_API_URL;
+
+        return undefined;
+      });
+      mockCryptoVerify.mockReturnValueOnce(false).mockReturnValueOnce(true);
+      const productionKey = createFakeJwt(MOCK_KEY_PAYLOAD);
+
+      expect(service.isValidEnterpriseKeyFormat(productionKey)).toBe(true);
+      expect(mockCryptoVerify).toHaveBeenCalledTimes(2);
+    });
   });
 
   describe('getLicenseInfo', () => {
diff --git a/packages/twenty-server/src/engine/core-modules/enterprise/services/enterprise-plan.service.ts b/packages/twenty-server/src/engine/core-modules/enterprise/services/enterprise-plan.service.ts
index 535e59602b..a38f036194 100644
--- a/packages/twenty-server/src/engine/core-modules/enterprise/services/enterprise-plan.service.ts
+++ b/packages/twenty-server/src/engine/core-modules/enterprise/services/enterprise-plan.service.ts
@@ -477,12 +477,15 @@ export class EnterprisePlanService implements OnModuleInit {
     }
   }
 
-  private getPublicKey(): string {
+  // In development, try both keys so production keys work when testing locally
+  private getPublicKeysToTry(): string[] {
     const nodeEnv = this.twentyConfigService.get('NODE_ENV');
 
-    return nodeEnv === NodeEnvironment.DEVELOPMENT
-      ? ENTERPRISE_JWT_DEV_PUBLIC_KEY
-      : ENTERPRISE_JWT_PUBLIC_KEY;
+    if (nodeEnv === NodeEnvironment.DEVELOPMENT) {
+      return [ENTERPRISE_JWT_PUBLIC_KEY, ENTERPRISE_JWT_DEV_PUBLIC_KEY];
+    }
+
+    return [ENTERPRISE_JWT_PUBLIC_KEY];
   }
 
   private verifyJwt<T extends Record<string, unknown>>(
@@ -504,27 +507,31 @@ export class EnterprisePlanService implements OnModuleInit {
         'base64',
       );
 
-      const isValid = crypto.verify(
-        'sha256',
-        Buffer.from(signingInput),
-        {
-          key: this.getPublicKey(),
-          padding: crypto.constants.RSA_PKCS1_PADDING,
-        },
-        signatureBuffer,
-      );
+      const publicKeys = this.getPublicKeysToTry();
 
-      if (!isValid) {
-        return null;
+      for (const publicKey of publicKeys) {
+        const isValid = crypto.verify(
+          'sha256',
+          Buffer.from(signingInput),
+          {
+            key: publicKey,
+            padding: crypto.constants.RSA_PKCS1_PADDING,
+          },
+          signatureBuffer,
+        );
+
+        if (isValid) {
+          const payloadStr = Buffer.from(
+            encodedPayload.replace(/-/g, '+').replace(/_/g, '/') +
+              '='.repeat((4 - (encodedPayload.length % 4)) % 4),
+            'base64',
+          ).toString('utf-8');
+
+          return JSON.parse(payloadStr) as T;
+        }
       }
 
-      const payloadStr = Buffer.from(
-        encodedPayload.replace(/-/g, '+').replace(/_/g, '/') +
-          '='.repeat((4 - (encodedPayload.length % 4)) % 4),
-        'base64',
-      ).toString('utf-8');
-
-      return JSON.parse(payloadStr) as T;
+      return null;
     } catch {
       return null;
     }