KML, are you somehow involved in the mathematics field? I am not, but H's approach seems illogical to me. He tracks his patterns of wins/losses. Such as wwwllwlllwwll and so forth. Then tells me "48% of the time this happens, 49% of the time that happens"
But,
I feel his sample size is way too small. (He bases his findings on a few hundred hands)
I have degrees in biology and had to take basic statistics.
You hit the nail on the head - his sample size is too small. If you flip a coin often enough, it will come out 50:50.
Playing 21 involves calculating odds, and in the old days, you could count cards if you were really good (nowadays casinos counter that by using extra decks or something). He MIGHT be good at playing that, but I'm guessing, with his lack of mathematical literacy, he's probably not really any good at that either.
He sounds like either a gambling addict OR he's starting to get a little psychotic (what was that movie about that famous mathematician who became schizophrenic?).
I'd be very worried about trusting any of the family finances to him - run a credit check on him to see if he has hidden credit cards, and on yourself to make sure nothing's been taken out in your name.
Btw- is he on any prescription medication? Sometimes people on Parkinsons drugs or who have had gastric bypass surgery can develop compulsive gambling problems.
As for his nonsense about the OW making him a better person - he's desperate for dopamine in his brain. Infatuation provides that, so does gambling. They both provide temporary relief.