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ROBS Structure Explained: How Business Owners Own and Sell Companies 100% Tax-Free

ROBS Structure Explained: How Business Owners Own and Sell Companies 100% Tax-Free

Apr 14, 2026 | Building Wealth, Taxes

Most business owners have never heard of ROBS. The ones who have usually got it wrong. Let me fix that. ROBS stands for Rollover Business Startup. It is a structure, not an account. That distinction matters more than it sounds. You cannot go open a ROBS account the...
Own Crypto Tax Free Using a Roth IRA

Own Crypto Tax Free Using a Roth IRA

Feb 27, 2026 | Building Wealth, Investing, Retirement, Taxes

Here is what most business owners do with crypto… They open a Coinbase account, buy Bitcoin or Ethereum with money they already paid taxes on, and when they sell it for a profit, they pay taxes again. Capital gains. The government gets a cut on the way in and a...
Coverdell Education Savings Accounts Explained: What CESAs Actually Do and Why Most Parents Ignore Them

Coverdell Education Savings Accounts Explained: What CESAs Actually Do and Why Most Parents Ignore Them

Feb 14, 2026 | Building Wealth, Taxes

Most parents have heard of 529 plans. Fewer have heard of the Coverdell ESA, also called a CESA. And almost nobody understands what the Coverdell can actually do when you stop treating it like a glorified savings account and start treating it like the wealth building...
Why Your Kids Will Never Build Wealth If You Keep Treating Education Like an Expense

Why Your Kids Will Never Build Wealth If You Keep Treating Education Like an Expense

Feb 14, 2026 | Building Wealth, Taxes

You say you want to build generational wealth. You say you want your kids set up for life. But then you pay for their education the same damn way everyone else does, out of pocket, out of your personal checking account, with money you already paid taxes on, and you...
Green, Gray, and Red: How the Wealthy Actually Think About Tax Strategy

Green, Gray, and Red: How the Wealthy Actually Think About Tax Strategy

Jan 27, 2026 | Taxes

Most people believe tax strategy exists on a binary: legal or illegal. That’s not how it works. The IRS doesn’t operate in absolutes. Neither do sophisticated taxpayers. The game is played on a spectrum, and understanding that spectrum is what separates...
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Recent Articles

  • Why You Are Still Paying Full Price for Your Kids’ Education
  • How 529 Plans Actually Work for Business Owners After the New Tax Rules
  • Multifamily Real Estate Explained: How One Asset Class Pays You Four Ways at the Same Timea
  • ROBS Structure Explained: How Business Owners Own and Sell Companies 100% Tax-Free
  • Why You Were Told to Avoid C Corps (and Why That Advice Has Been Costing You)

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