I agree with a lot of your points here. The only ones I have problems with is the back and forth of the best of 5 series. Travel sucks for athletes, and combining fewer games (less revenue) and more travel expenses for teams isn't likely to happen. Also I would love the play-ins, but making it too big would cause too long of a dely between regular season and real playoffs for the teams already in.
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Travel these days really isn't that bad. Plus with it only being five games, it's actually the same number of travel days as there currently are in a seven game series so that doesn't really seem to be a compelling argument to me.
As for the play-in tournament. It would at most take 2-3 days and would give the teams that made the playoffs a bit of a rest to be more fresh for the first round. I don't think that's a bad thing at all. There's definitely a way to schedule things so that it's not a big burden.