Can I be a demon investor? That’d be a dream job.

I believe that's the sentiment the "Shark Tank" or "Dragon's Den" series are trying to hint at.

It’s just called investor at that point.

Investors are in for the money. I’d be in for the sadistc side.

But not really. I wish I could be that evil. I’d be a lot richer if I were willing to play that kind of game.

my charity donations are capped with the IRS. But my cap gains (and losses) live forever.

Almost everyone's charity donations are worth zero with the IRS since everyone takes the standard deduction now.

Your comment made me realize what a bubble of privilege I live in.

I raised my eyebrow at "everyone takes" standard deduction. How is that possible with home prices and interest rates? Even a modest 300-400k house at 5-6% interest, property taxes, local sales tax deductions and minimum charity would exceed the standard deduction. Where I live good luck finding anything more than a condo for less than a million.

Turns out 90% take standard deduction. This is another way to track the extreme "wealth" gap emerging. Only the wealthy itemize.

We have a house more expensive than that, an interest rate around the top of that range, live in a state with somewhat high property taxes, and had at least $4k in health care spending on top of insurance premiums (no big problems, that's just what a handful of minor kid-related issues in a year costs in the US) and still wouldn't have done better itemizing. We took the standard for 2024.

We're ~92nd percentile for household income.

It’s more of a reality when home prices are over a million, or in a state with high property taxes. Be married, live in a state with low property taxes, buy a house for 700k… and you’re taking the standard.

Married makes it huge, and many people own their homes on older loans.

I’ve never gotten close since it was raised.