Buy Low. Sell High. Do It Tax-Free.

Buy Low. Sell High. Do It Tax-Free.

I find one of the most compelling reasons to invest in private equity today to be the valuation gap between public and private companies The S&P 500 recently touched 22x...

1 comment

Buy Low. Sell High. Do It Tax-Free.

I find one of the most compelling reasons to invest in private equity today to be the valuation gap between public and private companies The S&P 500 recently touched 22x...

1 comment
Tax Season Is Our Super Bowl

Tax Season Is Our Super Bowl

EPIC list of tax planning moves we just saw pay off on a client’s 2025 return $300K+ of harvested capital losses to offset gains from private investments ~$250K of ordinary losses to...

Tax Season Is Our Super Bowl

EPIC list of tax planning moves we just saw pay off on a client’s 2025 return $300K+ of harvested capital losses to offset gains from private investments ~$250K of ordinary losses to...

The Tax Code Is a Playbook

The Tax Code Is a Playbook

People think not paying taxes is fraud. The truth is, the tax code incentivizes certain behaviors and disincentivizes others. When you learn how to use it to your advantage, everything changes....

The Tax Code Is a Playbook

People think not paying taxes is fraud. The truth is, the tax code incentivizes certain behaviors and disincentivizes others. When you learn how to use it to your advantage, everything changes....

The Most Common Outcome for a Single Stock Is -100%

The Most Common Outcome for a Single Stock Is -...

Holding concentrated stock positions tilts the math against you. Everyone thinks: Their company is special Their insight is special Their timing is special It usually isn’t. Over long periods, the...

The Most Common Outcome for a Single Stock Is -...

Holding concentrated stock positions tilts the math against you. Everyone thinks: Their company is special Their insight is special Their timing is special It usually isn’t. Over long periods, the...

We’re Buying a Cricket Team

We’re Buying a Cricket Team

We’re buying a cricket team! Most people in the U.S. don’t fully appreciate this… Cricket isn’t some niche international sport. It’s one of the most followed sports on the planet,...

We’re Buying a Cricket Team

We’re buying a cricket team! Most people in the U.S. don’t fully appreciate this… Cricket isn’t some niche international sport. It’s one of the most followed sports on the planet,...

“Exclusive Deal Flow” Is Usually a Red Flag

“Exclusive Deal Flow” Is Usually a Red Flag

Well I know what we’ll be investing in next! 5% commission coming my way 😄I get notes like this all the time and it tells you everything you need to...

“Exclusive Deal Flow” Is Usually a Red Flag

Well I know what we’ll be investing in next! 5% commission coming my way 😄I get notes like this all the time and it tells you everything you need to...