The Kelly criterion seems excellent for many forms of gambling, but poker seems like it could be an exception: in poker, you’re playing against other players, so the utility of a given distribution of chips seems like it ought to be more complicated than just the number of chips you have.
(I’m not a poker player.)
So, if one's skill would turn your session probability to +EV, by limiting your losses and using the fact that in poker the strongest hands or better tourney positions would give you a huge ROI, it would be just a matter of time and discipline to get to a good bankroll.
Just remember that for the better part of this challenge he was averaging US$ 0.14/hour, and it took more than 9 months.
[1] https://www.thehendonmob.com/poker_tips/starting_from_zero_b...
But consider the rate of return! He turned $1 into $10,000 in 9 months. Could he then turn that $10k into $100M in another 9 months?
Or if he'd started with $100 instead of $1, could he have turned that into $1M in 9 months? That would still be incredibly impressive.
Certainly the game changes as the bets and buy-ins get higher, but even if he couldn't swing the same rate of return with a higher starting point and larger bets (though still only betting that same certain low percent of his bankroll), presumably he could do things like turning $5k into $1M. Even $100k into $1M would be fantastic.