Please make sure that you have the correct versions installed on your devices. Apple Bundle is compatible with iOS version 13.0 & above and macOS version 10.15 & above. Also, you must use the same Apple ID from which you have made the purchase.
If you have already purchased separate subscriptions for iOS & macOS, you can switch to the bundle via App Store > Subscriptions.
Please follow the below mentioned steps:
1. Upgrade to bundle subscription on either one of the device (macOS or iOS).
2. Restore the bundle subscription on the purchased device.
3. Cancel the separate subscription on the other device (on which you have not upgraded to Canary Pro Apple bundle).
4. Sync the purchase on the other device.