That doesn't really seem too hard to stay on top of. Might not be able to rattle them off later, but even spending 10 minutes looking into the investment of the day should be able to expose really obvious conflicts of interest.
Eh, it's an average of one a day, but it could be rolled up in a report once a month and there's 20-40 to look through, and depending how hands on he is (he might have delegated some of this work) that may or may not be something he looks closely into. I imagine there's an order of magnitude more companies that apply that don't get funded. Where does he spend his time? Mentoring companies that have been accepted, and if so, all of them or ones that align with some prior interest, or in vetting and looking for unicorns in the applications?
I don't know how any of their stuff works, but I'm sure most people can appreciate that the stuff that gets lost between the cracks is the stuff that doesn't come in and get tracked through the normal channels, and an OpenAI investment where one of the main people in the company is heading it might be something that wasn't through normal channels. Maybe that was on purpose so pg didn't see it, or maybe that stuff is mostly handled by someone else. Or maybe pg knew about it and decided to lie about it on twitter. /shrug
That doesn't really seem too hard to stay on top of. Might not be able to rattle them off later, but even spending 10 minutes looking into the investment of the day should be able to expose really obvious conflicts of interest.