Assign Anna and Jennifer to the dance stage at the same time and it should be playable
This event (May the Best Girl Win I/II) seems inaccessible in 0.088 if both Anna and Jennifer have progress beyond Novice before you reach this event.
"Requirement: Anna/Jennifer Novice level 4" is red, but Anna is an entertainer and Jennifer is a maid. I only reached the event
after they both progressed beyond Novice.
There's also some events--such as Natalie's Hotel events--that require a specific advanced class, which basically locks you out of that
entire event chain if you pick the wrong class for the girl. At this stage of the game, before ALL the Hostess events are completed, it's a bit of a shit thing to realise. The player likely doesn't have any idea what's needed without a bunch of research and planning just to unlock the available events. The cheats menu doesn't help either, since there's not 'change class' option.
I'd wager a lot of players do what I do, and just put the girls in random slots, then let automatic shift rotation take over once it's unlocked. Locking events behind hostess classes makes me think you intend for us to be more involved in shift management and hostess specialisation.
Bug: It seems that you can start research even if you lack the funds to actually pay for that research. It queues up what you want and just takes your money to zero, meaning a $10,000 research item can basically cost you $100 if that's all you have. (I hate reporting this one because I used it a lot... but it's a bug and should probably be fixed).