Posts  / #POST-235867
REDDIT

Tips on tail hedging portfolio

T
May 26, 2026 · 11:59

I want to start thinking about early retirement but am terrified of sequence risk (which I just learned the name for on this sub so thanks guys). I've got about 1m in S&P ETFs across taxable and non taxable accounts. I've been looking at 500 strike on SPY (30% decline) and it looks stupidly cheap to hedge if I buy weekly puts, like 1 cent a contract, vs a 2 year at $14. I imagine with weeklies I'd have roll risk, and if vol spikes it would become more expensive, but I think I'd have made some money at that point? Any recommendations on the most efficient way to hedge my portfolio, given I'll continue to be a buy and holder. I'm familiar with options and theory/maths behind them, but mostly know rates options not equity and never traded them so my practical markets knowledge is non-existent.