May would be a good choice, provided that she doesn't start bossing Marigold around, or making rude noises while Marigold is streaming.
I can't agree. There's more to being a manager than being bossy, which is May's main trait. Actually, I think being bossy is a serious drawback. There's a big difference between being assertive when necessary and enjoying pushing people around for its own sake, and May is very much the latter. Bubbles, for example, is self-confident and assertive without being bossy.
Anyway, leaving that aside, you need to be organized and motivated. Have we seen May really accomplish anything on her own? Aside from the failed heist that happens before we first meet her. Bubbles and Roko are the characters I usually think of when we're talking about getting stuff done.
I've never dealt with a business manager - which is a different job than middle management - but it feels a bit like being a project lead, and I have a lot of experience with that, both as a project lead myself, and dealing with other project leads. Mostly the good ones were very focused on Getting The Job Done. I'm having trouble envisioning May _caring_ about organizing Marigold's life. It seems more likely she'd just see it as another shitty job, and she'd do a half-assed job as a result.
However... given that Jeph is clearly nominating May, it'll probably go a different way. My read on what May would do, based on past behavior, isn't really predictive of the strip.