I have what I think is a measure theory related question.
Scenario 1
Bob has an infinite BR. Alice has 1 dollar.
They will flip a fair coin and bet $1 on each flip.
Bob will keep flipping until he has Alice' dollar.
According to measure theory, Alice's EV is -1, aka her edge is -100% (I would say Bob's EV is +1 but you can't add to infinity). I didn't believe this before (I tried to argue that it was 0), but then people mentioned measure theory and I trust that it's rigorously founded though I myself haven't learned it.
Bob can just flat-bet and there's a 100% chance he'll eventually cross the 0 mark to the +1 mark.
Or he can martingale. His betting pattern is irrelevant, either way Alice loses her dollar.
Scenario 2
Instead of fair coin-flipping, he's betting red/black in Roulette, or any game in which he wouldn't have a 100% chance of eventually pulling ahead by flat-betting.
Now, Alice has +EV if Bob flat-bets.
But what, according to measure theory, is Alice's EV if Bob martingales?
I have a feeling you guys will say the answer is -1, but then that would mean Alice's edge is affected by the betting pattern