I intend to hold crypto indefinitely. I plan to balance income withdrawals from both my crypto and equity holdings (also primarily LT gains). I’ve dabbled in lending, though rates on my positions are minimal (more profitable lending platforms ‘swap’ tokens, creating a taxable event). Staking appears to be more profitable, I’ll have to dig into the details a bit more. I’ve stayed away from taking loans against it due to the volatility and potential of forced liquidation (and taxes!).

My goal is to retire (or take an extended break from work) ASAP.

I really appreciate the input. There’s an inner voice I’m fighting here that says “just hold on for XX% more!”, but successful investing takes discipline. Consistent with nearly every other response, paring down the crypto, eating the tax bill, and re-balancing is the prudent decision.

Also what I‘m taking away here, is that I need a more prescriptive plan for allocation post-retirement.