@amjegadish moved your post to the general forum.
If both have a job from the GTW (Get to Work) jobs, which are doctor, detective or scientist, you can decline going with one Sim and you'll get the option to go to work with the other.
@crinrict do you know if this is a bug? I know this one: http://answers.ea.com/t5/The-Sims-4-Bug-Reports/GTW-Don-t-get-the-option-to-control-sim-in-active-career/td-p/4458472
But this seems a bit different.
I also once had an issue where I had two Sims with a GTW job, and I didn't get the prompt after declining to go to the first one's job. This only happened once, however.
Do they go at the same time ?
Could be that's because the other is already set to go to work on their own since they're leaving at the same time.
Let me see if I can find out something about that.
