Hi Silvermoon

I too have run into this problem in a couple of generations. In my experience I found 1 career upgrade stops the career progress for that room. Purchasing a second career upgrade for any other room starts their progress again. I have stopped buying the career upgrades for a while. I am in my fifth generation and they are getting expensive and I am saving to fix rooms. When I am ready for more career upgrades I am planning to make sure I have enough money to buy two at a time.

Good luck and have fun