I’m thinking in general the A sides will have the hits and the B sides wil have the deeper cuts more interesting to fans. But it still would be a question as to which albums we might prefer the hit side or the more obscure side.
For example, TJT is heavily front loaded on the hits, and that side may also be preferred here.
Pop had no hits but I think Side B is pretty strongly regarded around here to be the point of liftoff.
War is front loaded on hits but perhaps folks here will prefer Side B.
As for Boy, I agree with Pride, ACD/ITH swings it for me, plus OOC, for Side A.