Hello, Did you resolve this, I have the same issue?

Thanks for the prompt response, I'll set up with VirtualBox.

Many Thanks

@spaudel 

This may be sort of related to the Bootcamp issue.

Is the license still showing up in Zemax License Manager but it gives a “key not working” or “key not found” error when starting Opticstudio? If so, you may just need to transfer the license away to our server and  just immediately use the transfer code on the same machine.

https://support.zemax.com/hc/en-us/articles/1500005486461-Transferring-and-updating-a-softkey-license

If that doesn’t resolve it or you cannot successfully transfer it away, please attach a screenshot of the below linked page from your licensed machine and I can see the license status.

http://localhost:1947/_int_/devices.html

If the license doesn’t show up at all, let me know. 

@dan98  Bootcamp is not compatible with the softkey licenses as the license ends up in an invalid state when rebooting.You would need to use Parallels, vmware fusion or virtuabox on the mac to run Windows and Opticstudio instead. Be sure to transfer the license off of bootcamp first. Save the transfer code for use after you setup the alternative. 

Info on Apple machines and softkeys: 
https://support.zemax.com/hc/en-us/articles/1500005486721-How-to-run-OpticStudio-on-an-Intel-based-Mac-computer