Without seeing your particular account, it's likely you're using the same license number on both devices.
If you're using Hero Lab on more than one device, you need to make sure each of your devices is using a
different license number. You can activate your free secondary license from the License menu, or you can go to
www.lonewolfdevel.com, login with your Hero Lab license, and select “Obtain Secondary License”. You’ll be assigned a new license number, which you can use on your second device to get it up and running.
Once you have a different license number attached to each device you use Hero Lab on, you should stop needing to have to reassign your license every time you update the program.
Hope this helps.