Thanks for sharing! This is a fun thought exercise.
You mean, the 1st wild card just has to win 1, while the 2nd wild card has to win 2 to advance? That would lessen the penalty for finishing 2nd in your division, but increase the penalty for finishing 2nd in the wild card. Personally, I don't think I would make that trade, especially considering that schedules among division competitors are the most similar -- I think that's the race that should have the greater consequences.
Re-seeding also reduces the consequences of finishing 2nd, because you can still get home field beyond the WC game/round. Re-seeing may allow a top seed to avoid a great wild card team -- but that's offset by a great wild card team potentially avoiding the top seed too. Top seed may actually prefer to face the great wild card team in the shorter DS round, rather than potentially in the longer CS round, depending on roster construction and other factors (Dodger depth might help them in a longer series?).
As a fan watching at home, I certainly don't mind that we're getting Giants-Dodgers in the DS round, rather than seeing them in the CS round or seeing an upset of the Giants or Dodgers in the DS round -- they all seem like reasonably equal entertainment options to me. FWIW, ticket-holding fans, stadium staff, and the league in general all probably prefer not to re-seed, so they know earlier what their home game assignments are. In the absence of a compelling benefit otherwise, I might default to that too -- seeding just isn't that important in baseball (which is part of the reason the WC game was introduced).