Do you really get rekt every time, bones, or is it just preventive whining?
(You're free not to answer this, of course. It's just a cocky opening.)
I'd try and make the bet smaller relative to my playroll, keeping leverage at maybe 3 tops, 1~1.5 even better. "Going long" can actually mean buying a few cents and stashing away. So can "taking profit." Increasing the amount in the freezer is probably the most hopeful subgoal to gambling with 100% house money.
I mean: you know a few things about retirement and taxes. I'm sure you made a few calculations. I know you understand this magical internet money fairly well, too. Come on.