I think there is a good chance he is fabricating the amounts. I could see this being a scenario where Phil gets $40 each day from SilentBob with an agreement that he'll shout out whatever he feels is appropriate.
The reason I say this is because the amount seems to correlate with what Phil 'needs' on stream - he was really low today, and he took an inordinately long amount of time to read his email, before busting out the $37 from SilentBob, after days of $24 from Bobajo.
The only other way this would happen is if this person is watching the stream every day and deciding just before break what to tip. However, Phil has heavily implied the last few days that these tips come in much earlier and he sits on them, meaning there'd be no way for the tipper to know how things are looking right before break, and he previously described SilentBob as being someone who does not consistently watch the streams live.
So, while it's just a theory, to me it makes the most sense that in addition to the rest of the scam, Phil is consistently lying about the variable amounts. It's fixed, and he makes the call of what to shout out on the fly.
It'd be easy to prove my mentally ill conspiracy wrong by just doing the ethical thing and insisting the person tip through normal channels to trigger a pop-up, but in the meantime the Autistic Illuminati will work on cracking the Polack PigVinci Code.
Yeah, similarly, there is no reason not to assume this. Phil, again, removed any means of transparency and very obviously attempted to hide money. At this point, it's safer to assume he's hiding things than that he isn't.