Not sure what I can do for you then Tim, it works fine for me in Windows 10 and it's been a standard workaround since Vista. You are launching it from the shortcut, right?
Atlessa, you should only be seeing a greyed-out button in career mode if you've hit the RatingMaximum for the skill (which is 12 +- any improvements that affect the maximum) or you don't have enough karma to increase the skill. Could you upload the character file somewhere or email it to me at chummer5isalive@gmail.com if that's not the case?