Red Lion

If the puts usually expire worthless and you’re putting in 3%, that’s basically a 10% return on 30% cash. Where the cash itself earns about 3.5% right now. I doubt you come out ahead with this approach over the long run, unless you’re just marketing timing. if you are living on portfolio draws at 4%, how many years worth of cash do you really need? Especially if your stocks pay some dividends? Maybe 10-15% tops to avoid selling during a protracted down market.

You could use bull put spreads. I just pulled up Micron out of curiosity, lots of ways to create a 100-200% gain if the price drops a little by next June (with a 100% loss) if it doesn't. I think you could do 500-700% with a drop to $500 if you go further out of the money.

Very impressive.

Makes sense, seeing the same thing with my new ADBE position. If only my alt asset managers would get out of the penalty box.

These have been wildly volatile, I started building a position in BRO/RYAN only to see huge short term unrealized losses, now I'm actually in the green on BRO and down under 10% on RYAN.

Maybe they're trying to sail through any type of insider lockup so they can start dumping shares on the market when multiples improve?

I'm down 7% YTD, which is pretty terrible particularly considering the index performance. Eats up the last few years of outperformance. On the bright side, I feel good about my current portfolio composition.

Don’t you hold cash/t-bills? Or am I mistaking you with another poster?

I’ve got about $750 sitting in kalshi, and there’s an error every time I try to withdraw my funds. Annoying. And a red flag.

This is a great open-minded post. Open mindedness is incredibly rare when it comes to Trump.

I've been dealing with pros and cons of having a second home/vacation residence, and I feel like going somewhere a few months a year is optimal (if you can swing it with your work/family obligations), and then just getting a commercial flight and keeping a car in the garage can work out great!

I actually just meant buying 100 acres of land 5 hours away and then flying there from Vancouver, but agreed about your take. It's crazy.

Could you buy a Cessna and have your cake and eat it too?

More than doubled my new ADBE position.

That's my point, there's a huge difference in tax implications. You can sell losers/duds/underperformers to raise cash while allowing winners to compound tax deferred. If you've got $10 million in a taxable investment account and want to take out $400k a year, you could be paying 37% in a high tax state just on long term capital gains, so tax loss harvesting does have value. You'd probably need a lot more than $10 million to really make this worth your time, and there are direct indexing services available, haven't really looked into them.