I'm genuinely glad that Heeb is doing well, but there is no win in having a newly sober person anywhere near gambling of any sort. If they win, great, an addict has disposable income, that always goes well. Losing even a few hundred, if it's a lot to you personally, is emotional to the addict and there is no win there. While Heeb's run was epic back in the day, it was entirely common. The only uncommon thing about it was that he was so young, and didn't have the sense to withdrawal anything of significance, given how much value $50 or 60k can be to such a young kid. As someone who never trusted the site's with a significant amount of my money even pre-UIGEA, routinely depositing $1k and running into $25k was a normal thing back then. I'm not saying I'd do it always, I failed more often than succeeded, but not 25 times before I'd make a run. I simply would fire out another $1k, because I was older and had the money, but I never loved the idea of making big deposits even when everyone thought the sites were gold standard. I guarantee Druff has ran $2k into $50-75k more times than he can count. Heeb's was simply made public, but that run was there to be had back then. Now, really proficient players who have been studying the game while Heeb has been working on Heeb are struggling to scratch out a small hourly, so it's unlikely he's successful, and even if he is, it's likely the worst thing that could happen to him.

Just help him out to find a job, and a plan to go forward with his life.