Before You Sell: The Capital Gains Move to Know

Investors sitting on large gains may have a new way to defer taxes and potentially earn tax-free appreciation through Opportunity Zones. Brett Rentmeester of WindRock Wealth Management joins Maggie Lake to explain how the updated 2027 rules work, who they may benefit, and why gains realized in late 2026 could already qualify.

They break down the 180-day rollover window, five-year tax deferral, 10% basis step-up, real estate depreciation benefits, and how certain Opportunity Zone investments can potentially grow tax-free if held for at least 10 years. Brett also explains the biggest risks, including illiquidity, bad real estate deals, and why the underlying investment still has to make sense before the tax benefits matter.

If you have large capital gains from stocks, real estate, crypto, or the sale of a business, this is a strategy worth understanding before year-end.

💡 Brett Rentmeester explains how Opportunity Zones could help investors defer capital gains taxes, potentially unlock tax-free appreciation, and create new real estate opportunities — while also warning that the underlying investment still has to make sense. Sign up for a free portfolio review with one of Wealthion’s trusted advisors to see how your portfolio is positioned: https://bit.ly/4xyF7PI

Chapters:

00:00 Opportunity Zones: Tax-Free Real Estate Gains?

00:22 Capital Gains Taxes & Investor Dilemma

02:23 What Are Opportunity Zones?

03:44 The New 2027 Opportunity Zone Rules

05:17 How Opportunity Zone Tax Benefits Work

07:33 The 180-Day Capital Gains Rule

09:13 Who Opportunity Zones Are Best For