$2,000,000 into Dow stocks with higher dividend payouts (should average about 3.5%) and pull in ~$60,000 per year +/- actual gains/losses.
$6,000,000 earmarked for real estate (that should be able to turn at least 6% return on gross in) for ~$360,000 per year
That'd give $420,000/yr gross, filing jointly we'd have $105,890 in federal taxes, $52,080 in Social Security, and $6,090 in medicare taken out. That'd leave $255,940/yr....that's actually really sobering ugh.
Anyway, at that point the $256k/yr would be without working so that makes it a bit better, plus there's another $2,000,000 to do whatever with. Definitely would have sweet beach homes for my and my wife's parents, and traveling everywhere!
As far as poker, I'd take off as long as it took to do all the world traveling minus whatever I played in casinos all over the world. I'll never stop playing til I die though.