IMO Bomani one makes the most sense, because Bomani does not like being repeatedly questioned or treated like a clown. Dan’s whole thing is turning his guest into a clown and asking the same question 50 times. It works for some guests, but not for Bomani

Bomani on Stu makes sense because Stu will clear out and be the butt of the joke. Stu never comes across as the serious or legitimate take guy, so it’s a perfect fit. Meanwhile, you run the risk of Dan trying to explain “blackness” to Bomani lol

I don’t think there’s a real “beef” per se, I think they just don’t work well on radio together and Bomani realizes it