Most business owners don’t realize this:
Your 401(k), IRA, cash balance plan, and deferred comp aren’t “tax shelters”…
They’re ticking tax time-bombs waiting to explode later in life.
Eventually, the IRS forces you to take distributions — and those withdrawals are taxed as ordinary income.
That’s why we help clients convert their pre-tax accounts into Roth IRAs, where:
- growth is tax-free
- withdrawals are tax-free
- and there are no forced distributions
But here’s the part most people miss:
You don’t have to pay taxes on the conversion.
With the right planning, you can erase the income created by a Roth conversion and get it done tax-free.
Here are a few ways we do it:
🔹 Bonus depreciation from real estate
Cost segregation studies can create six-figure deductions, which directly offset conversion income. (Need REPS or STR)
🔹 Losses passed through from tax-aware hedge funds
Some strategies can realize ordinary losses — perfect for neutralizing Roth conversion taxes.
🔹 Business Net Operating Losses (NOLs)
If a client has a year with lower profits (or a loss), we use that window to convert aggressively.
🔹 Charitable deduction stacking
Front-loading gifts into a Donor-Advised Fund (DAF) produces a big deduction all at once.
This is what tax planning actually looks like — not guessing, not hoping, but engineering outcomes.