Thx for the great feedback! We'll have lots of time for full debate until next April!
For consideration:
I've been thinking about the weighting of points to favor Championships won, and I am trying to make something like this work:
What if we just had 36 $80 mil, DH leagues spread out over April to August? When you win a ring, you have made the semi-finals and do not need to play in any more events. The eventual tour Champ would then have won a qualifying ring, made the playoffs in the semi-finals league, and ultimately won a second (or third) ring in the Tour Finals. Heavily favors the Big Win, without any subjective judgment about who deserves "bonus points".
This eliminates points tracking. This holds interest because even up to the last league in August you can still make the semi-finals. This eliminates waiting on missing managers and lots of admin duties.
Conversations about sign-ups and eligibility and all that will still be necessary, but these are a few broad strokes...