Roll a realized gain into a qualified opportunity fund to defer the tax and eliminate tax on the fund's own appreciation after a 10-year hold.
An investor who realizes a capital gain has 180 days to reinvest it into a qualified opportunity fund (QOF). Doing so defers the tax on the original gain, and under the OZ 2.0 rules effective for investments made in 2027 and later, the deferral runs five years from the investment date with a 10% basis step-up for holding that long. The larger prize is on the back end: hold the QOF interest at least 10 years and the appreciation on the fund investment itself is excluded from tax entirely.
Opportunity zone funds are real estate and operating-business investments in designated census tracts. Sponsor quality varies enormously, fees are often high, and the 10-year lock is genuine illiquidity. A mediocre fund with a tax wrapper is still a mediocre fund. We evaluate the sponsor and the assets first, and treat the tax benefit as the enhancement, not the thesis.
The 180-day clock is strict, though partnership gains have flexible start dates. Gains from installment sales, Section 1231 property, and carried interest each have their own timing quirks worth checking before assuming eligibility.
Sell appreciated assets inside a tax-exempt trust, defer the gain across a payout stream, and take a deduction up front.
Read the overview →Diversify a concentrated stock position without a sale by pooling shares with other investors in a partnership.
Read the overview →Sold qualifying stock before the holding period was met? Roll the proceeds into new QSBS within 60 days and keep the clock running.
Read the overview →A first meeting covers your situation, the strategies that plausibly apply, and what we would need to review before recommending anything.
Schedule a Conversation