the wonky schedule would have actually attracted emma more because of the questionable availability of it all. it's basically catnip for her? she's more or less who she presents herself as; loud, friendly, but prone to dry humor so she can come off as a bit rude. she's not really though... most of the time. so if he can put up with her in that way, she'd definitely want to keep him around because she likes a secret goober
did you have any period of time in mind? she's been back in town for the last few years so any point after, like, mid-2019 is probably good. any earlier and he would have met semi-chaotic emma who needed an outlet for everything that came with her grandma's cancer before she beat it