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 11:44 Example: $1 Million Capital Gain 16:18 How $4 Million in Gains Could Become Tax-Free 17:52 The Biggest Risk: Bad Real Estate Deals 20:05 How to Evaluate Opportunity Zone Investments 23:35 Why 2026 Capital Gains Could Already Qualify Connect with us online: Website: https://www.wealthion.com X: https://www.x.com/wealthion Instagram: https://www.instagram.com/wealthionofficial/ LinkedIn: https://www.linkedin.com/company/wealthion/ #CapitalGainsTax #OpportunityZones #TaxStrategy #RealEstateInvesting #TaxPlanning #Investing #WealthManagement #RealEstate #Wealthion ________________________________________________________________________ IMPORTANT NOTE: The information, opinions, and insights expressed by our guests and our hosts do not necessarily reflect the views of Wealthion or the views of their respective employers. They are intended to provide a diverse perspective on the economy, investing, and other relevant topics to enrich your understanding of these complex fields.   While we value and appreciate the insights shared by our esteemed guests and hosts, they are to be viewed as personal opinions and not as investment advice or recommendations from Wealthion or their respective employers. These opinions should not replace your own due diligence or the advice of a professional financial advisor.   We strongly encourage all of our audience members to seek out the guidance of a financial advisor who can provide advice based on your individual circumstances and financial goals. Wealthion has a distinguished network of advisors who are available to guide you on your financial journey. However, should you choose to seek guidance elsewhere, we respect and support your decision to do so.   The world of finance and investment is intricate and diverse. It's our mission at Wealthion to provide you with a variety of insights and perspectives to help you navigate it more effectively. We thank you for your understanding and your trust. Learn more about your ad choices. Visit megaphone.fm/adchoices