I think you need another hobby, Bobby. Maybe an outdoor one, far far away from screens and buttons.
I mean no disrespect, but I’ve always been somewhat perplexed by your trading activities.
I have the opposite problem from you. I avoid paying any more taxes than I have to, so I’ve actually never sold. Borrowed against, yes, but never sold. When I die, my heirs will assume my date of death cost basis. My charities can ignore any cost basis while I’m still alive. A charitable remainder trust or even Opportunity Zone investments (of which there are many in Texas; Dallas even) could help defer, minimize, or eliminate capital gains taxes. And there’s always Puerto Rico calling.
But still, I have never sold. Because I have faith that tomorrow’s price, at least historically, is more likely to be up than down, especially time-averaged. Sure, some years I have had to squint and extend my time averaging window by a LOT. But hey, patience has paid off so far, although I’ve only really been playing this game since triple digit days.
You could have avoided paying NIIT by selling less, way less, while still enjoying a respectable income. You could have taken out loans against your corn and watched those loans shrink to relative dust as the price of corn inexorably marches on.
The ironic part is that as an Obama-bashing, psilocybin tripping, gun-toting, supposedly black ultra-conservative, you have paid more to the good ol’ US of A government coffers in taxes than most people have even dreamed of investing in corn. Myself, an unapologetic progressive ugly libtard clean to the bone, is pulling every (legal) trick in the book to hang on to every damn sat I can. Even dying if I have to.
I’ve even risked earning about 20% of my stash in interest over the years, the ultimate form of DCA. Not your keys, not your Bitcoin yeah yeah yeah, but crikey people, we’re already full-throttled on speculative risk, what’s a little custodial risk while we’re at it? I’ve never gone all in and randomly execute full balance withdrawals just so they never get too used to mine being theirs. Back in the day, some semi-respectable bearers doled out upwards of 15%! That’s still a decent 7.5% if you only went half in. Besides the irksome risk of total loss, the shittiest part of earning interest is admittedly the fecking taxes, but this is small price to pay for continuing to grow your corn, especially in down years. Plus the interest I’ve earned has been more than enough to compensate for the interest I owe on my corn-collateralized loans. While the time averaged price of Bitcoin marches on to the beat.
I see you sleeplessly beating yourself up for selling low and buying higher. Maybe stop selling so much? Do you really have that much more faith in your conventional investments than corn? Do you really need that much more stinky fiat?
Maybe you are just addicted to buying? Maybe you sell just to have the means to buy again? Even with 23.8% taxes, even with massive stimuli and inflation and government spending, you still sell into fiat, only to buy back less corn at higher prices at 4 in the morning? Why, Bob, why? Why did you sell so damn much in the first place? What are all these alluring... reasons?
Have you somehow secretly lost faith, or perhaps never really trusted in the future of corn? Do Elon Musk and Warren Buffett whisper sweetly in your ear, “Buy TSLA, buy BRKA, give US your dirty fiat!”
Maybe that sweet, sweet baby-faced Elon promises a better moonshot for you?

Or maybe you just love the smell of burnt popcorn and fiat in the morning?
Or maybe, just maybe, there are just better hobbies out there for you, Bob? You’ve already won this game. Don’t just go back to bed, wake up and go win at another game. Buy a vineyard or something. I did. Without selling a single fracking sat.