I feel like this arc does not belong. It's completely hypocritical because of the existence of Momo's similar arc.
Momo had, objectively, the BEST body out of the small AIs. It had cool features, the best mobility, best cosmetics. Then, she decides she wants a full sized body, and begs her *not rich* room mate to shell out the cash to buy one for her, to be repaid later.
Okay, if you want to compare arcs, let's compare: after deciding they would like new bodies to better interact with the world around them, Momo and Winslow each get one - Momo after some pining and begging (and a little emotional turmoil in thinking Marigold was returning her to the store for having bothered her with the issue), Winslow after asking once - and both are joyous about the change! And what did they do afterward?
Winslow went to two of the other AnthroAIs he knows to beam and show it off and generally try to spread the joy he was feeling. Not inherently a bad thing; he mostly just misjudged his audience (or, more likely, didn't think about his audience at all, other than "these are my friends, I should show them!"). He's not a bad person for doing this! Just...a little thoughtless.
Momo went home. (Edit: Okay, she
did stop by Marten's place first...to get her revenge on Pintsize for having been such a perv to her old chassis.) The next day, she
immediately (as in the first possible moment, as Faye was getting her morning coffee after waking up) began looking into jobs to a) contribute and b) pay Marigold back. After securing a job at the library, she got roped into hiking with a new friend and then just carried on with her life after that. Her only celebratory phase was with Marigold, in the profuse thanks for the chassis, and...that's it.
This doesn't mean Momo's better than Winslow, or that what she did was right and what he did was wrong, but can you see a fairly significant difference between "new body -> putting it to the intended use" and "new body -> guys look new body! that I didn't really have plans for...but look, it's new!"? Also worth noting: May wasn't around yet, so we don't know how she might've responded to the situation.
Hypothesizing, if Momo's body arc had happened with May in her present circumstances, even if there were no immediate conflict over the body itself (as Momo skipped the whole "go out and tell everyone" phase), I wouldn't be surprised if May were still bitter about how easily Momo got a job she enjoys - literally the
first day of job-hunting and only the second one she asked about (at least on-page). "Oh, yeah, it's so EASY just getting a cushy desk job when you look like a nerd's wet dream, pinky." Something like that. Because, as established, May is kind of a jerk.
That said, I also feel pretty sure Momo wouldn't have shown up at May's workplace to gush about her new library job, either.