How to have a billion dollar exit with zero capital gains tax

Re:How to have a billion dollar exit with zero capital gains... by popcorncowboy on Tuesday May 10, 2022 @04:06AM (#31324683)

> what's the difference between sitting on say $500MM in cash, and $800MM?

At least $15M a year over most 3 year horizons, or the insane compounding effect of $300M invested over the long haul. Your question makes sense from a "normal" perspective, but doesn't once you're UHNW [0].

> It's either way going to be more money than you'll ever be able to spend.

Not even close. At UHNW levels there are whole classes of things to "spend" on that ramp pretty quickly into 8, 9, 10+ figure values. Influence, power, status, prestige, legacy, ideology, politics, rinse, repeat. And the UHNW "brackets" are a real thing (you're either in the tres commas club or you're not, etc).

Sure, pay your taxes. But once you crack these numbers there are entire industries dedicated to helping you work the system, and it's unfortunately pretty workable (because there are substantial interests lobbying to make/keep it so).

[0] - https://en.wikipedia.org/wiki/Ultra_high-net-worth_individua...

[ Parent | on HN ]

Re:How to have a billion dollar exit with zero capital gains... by TomSwirly on Tuesday May 10, 2022 @04:32AM (#31324817)

I agree.

"UHNW" people are crazy, evil and dangerous. There is no amount of stuff that will ever satisfy them. They will consume, and cheat on taxes, obsessively - until our natural world is destroyed.

It has come down to us vs. them. We didn't start this fight, but we are going to have to finish it.

[ Parent | on HN ]

Re:How to have a billion dollar exit with zero capital gains... by AnIdiotOnTheNet on Tuesday May 10, 2022 @08:15AM (#31326145)

You've got this class of people telling the rest of us we can't have decent affordable healthcare of places to live while they consume our entire life's salaries worth of resources on luxury items. Society simply can't afford people like this.

[ Parent | on HN ]

Re:How to have a billion dollar exit with zero capital gains... by coldtea on Tuesday May 10, 2022 @04:28AM (#31324796)

>At least $15M a year over most 3 year horizons, or the insane compounding effect of $300M invested over the long haul.

How about the insane compounding effect of a better funded society, through less multi-mill/billionaire tax avoidance?

>Your question makes sense from a "normal" perspective, but doesn't once you're UHNW

Or rather, it makes sense from a normal (non quotes) perspective, but not from the point of a power hungry sociopath.

[ Parent | on HN ]

Re:How to have a billion dollar exit with zero capital gains... by pas on Tuesday May 10, 2022 @06:14AM (#31325359)

well, what's the ROI (or fiscal multiplier in econ speak) of spending 300M on housing vouchers but not building more houses?

or founding more border patrols instead of local police? or funding local police, which then spends it on legal fees to fight against releasing body cam footage?

also note, that I'm not saying the people who optimize away their taxes spend it better (yachts! country clubs in the middle of the desert!)

[ Parent | on HN ]

Re:How to have a billion dollar exit with zero capital gains... by throwaway0a5e on Tuesday May 10, 2022 @07:52AM (#31325965)

There's a reason that every stupidly wealthy person who wants to throw their resources toward some goal either funds or starts a charity for the specific mission.

[ Parent | on HN ]

Re:How to have a billion dollar exit with zero capital gains... by presentation on Tuesday May 10, 2022 @10:07AM (#31327303)

That's dependent on believing that your government spends money effectively.

[ Parent | on HN ]

Re:How to have a billion dollar exit with zero capital gains... by chii on Tuesday May 10, 2022 @09:25AM (#31326826)

> insane compounding effect of a better funded society

this "compounding" is not captured by the private individual, where as the compounding from the saved taxes is.

[ Parent | on HN ]