8-29-25 Why Do Investors Hate to Sell

Why do investors struggle when it comes to selling stocks? Richard Rosso & Matt Doyle look at the psychology of investing—exploring concepts like loss aversion, behavioral finance traps, and the emotional biases that make it so hard to hit the sell button. Whether you’re a DIY investor or managing money professionally, understanding why we hold on too long is critical to protecting and growing your wealth. * Why fear and regret drive poor sell decisions * The role of loss aversion in behavioral finance * Strategies for setting disciplined sell rules * How the best investors overcome emotional biases * Learn how to take the emotion out of investing and make smarter, more profitable decisions. 👉 Don’t forget to like, subscribe, and share if you found this valuable. 1 - Tax Phobia - Why Investors are Reluctant to Sell Stocks 2- The Challenge of Capital Gains 3 -Younger Investors are Not Afraid to Sell 4 - You Can Always Buy it Back 5 - Gains Are Good - Passing Them Along to Heirs 6 -Linking Positives to the Gains 7 - Taking Advantage of Normal Progression of Companies 8 - Utilizing Charitable Intent w Gains 9 - Donor Advised Funds & Private Foundations 10 - The Zen of Why We Invest 11 - A discussion on Oil & Gas Investing 12 - Dealing with Money Guilt Hosted by RIA Advisors Director of Financial Planning, Richard Rosso, CFP, w Senior Relationship Manager, Matt Doyle, CFP Produced by Brent Clanton, Executive Producer ------- Watch today's video on YouTube: https://www.youtube.com/watch?v=FwYPTOh0PBk&list=PLVT8LcWPeAugpcGzM8hHyEP11lE87RYPe&index=1 -------- The latest installment of our new feature, Before the Bell, "Low Volatility Begets High Volatility" is here: http://bit.ly/4fTiayV -------- Our previous show, "Is the Taylor Swift Engagement a Market Event?" can be viewed here: &t=5s -------- Register for our next RIA Dynamic Learning Series event, "Savvy Medicare Planning," September 18, 2025: https://realinvestmentadvice.com/resources/events/savvy-medicare-planning-what-baby-boomers-need-to-know-about-medicare/ ------- Get more info & commentary: https://realinvestmentadvice.com/newsletter/ -------- SUBSCRIBE to The Real Investment Show here: http://www.youtube.com/c/TheRealInvestmentShow -------- Visit our Site: https://www.realinvestmentadvice.com Contact Us: 1-855-RIA-PLAN -------- Subscribe to SimpleVisor: https://www.simplevisor.com/register-new -------- Connect with us on social: https://twitter.com/RealInvAdvice https://twitter.com/LanceRoberts https://www.facebook.com/RealInvestmentAdvice/ https://www.linkedin.com/in/realinvestmentadvice/ #InvestorPsychology #BehavioralFinance #StockMarketTips #InvestingMistakes #WealthBuilding #Taxphobic #InvestingAdvice #Money #Investing