For the days with multiple frequencies (and FWIW, all the dates I can travel for this trip are 2x daily), is there any benefit to one over the other?

Inventory on my preferred dates looks very similar on both flights, but for a Saturday-arriving flight, I would tend to think the 5:40am arrival is less popular (and conversely, for weekdays and business, it would be more popular). The return at least for the few days I've looked at (2/23 or 2/24), the earlier flight actually looks more open than the later one, even in Y+, despite the fact the earlier flight would seem more appealing as it gets into SFO early enough to offer more connecting options and more recovery time before working the next day.

Or am I crazy and just should book whatever works best for my schedule? I'm likely going to book in Y+ on the outbound and Y on a flight with RN>0 on the return and try to upgrade both to Polaris of course. Right now looking at 2/19 departure and 2/24 return ... preferred dates (and can upgrade to Y+ on either flight on 2/24 at the moment).