Maybe it's just me, and based on the other content I don't think it's intended, but the Alice relationship comes across to me as sort of Groomy/Peer Pressurey/Coerced, and sorta just a bit, well, rapey. IIRC the game flatout says she is leaving because she's out of money and doesn't know what she is going to do next, so she's highly dependant on the family... one in which everybody else (probably) is in a relationship with the MC. It's likely that, despite statements to the contrary, somebody in such a situation would feel that's a requirement for them as well.
However, I think there are several ways in which this could be alleviated, any of which would probably make it no longer a big issue
1. Her Mom wasn't just an employee at the bar, but owned it. So while she was raised in an orphanage (or maybe nanny who saw her as nothing more than a job), she gained control of the bar and a good chunk of money when she turned 18. She isn't leaving because she's broke, she's leaving because she has to get back to running the bar. She stays because she wants to, not because she has to. (takes out the whole financial dependancy aspect)
2. Becca gets the paperwork done before there is any suggestion of a romantic relationship between MC/Alice. (Also takes out the financial dependancy/expectation element) Currently, it almost feels like a reward for trying to start the relationship.
3. Switch the timeline a bit so Lucy is still very much on the fence as to whether she wants a romantic relationship with MC when Alice jumps into it Alice's happiness is what tips her over. (Largely eliminates the peer pressure/expectation elements)