9-4-26 Don’t Be a Retirement Castaway

Retirement planning is about more than building a portfolio. It’s also about deciding what comes next. Richard Rosso & Jonathan McCarty explore the retirement crossroads: making the transition from work to retirement, finding purpose after a career, setting new goals, applying your skills in new ways, and overcoming the reluctance many retirees have to spend the money they’ve accumulated. We also dig into the financial strategies that can make a difference, including Qualified Charitable Distributions (QCDs), donor-advised funds, charitable checks that aren’t cashed, changing tax rules, and potential retirement tax traps. Plus, what movies like The Intern and Cast Away can teach us about identity, purpose, relationships, and life after work. Retirement isn’t simply about whether you have enough money. It’s about answering a much bigger question: Where are you headed? 0:00 INTRO 0:18 - All "news" all the time... 3:33 - The Importance of Staying Current - What Happens in 2028? 5:08 - What We Do is Strategy 7:46 - What is a QCD? 9:45 - When the Check isn't Cashed... 11:14 - Donor-advised Funds 12:49 - Running the Tax Traps 16:00 - Retirees Who Are Reluctant to Spend 17:04 - Movies that Relate to Retirement (The Intern) 19:53 - The Castaway & Retirement 23:17 - Making the Retirement Transition 28:52 - "You Don't Have to do This Anymore" 35:07 - How to Apply Personal Skills After Retirement 37:00 - Have a Confidant 43:18 - Post-retirement Goals 46:19 - Where Are You Headed? 48:10 - The Retirement Crossroads Hosted by RIA Advisors' Director of Financial Planning, Richard Rosso, CFP, w Senior Investment Advisor, Jonathan McCarty, CFP Produced by Brent Clanton, Executive Producer ------- Do you enjoy our content? Rate us on Google: https://bit.ly/4b9JtEo ------- Watch Today's Full Video on our YouTube Channel: https://youtube.com/live/mmJmDMR-gK4?feature=share -------- Watch our previous show, " " ------- Articles mentioned in this report: "Loss: Why Crashes, Timing & Valuations Matter (Chapter 3 of 5)" https://realinvestmentadvice.com/resources/blog/loss-why-crashes-timing-valuations-matter-chapter-3-of-5/dvice.com/resources/blog/why-retail-traders-consistently-underperform-over-time/ --- Get more info & commentary: https://realinvestmentadvice.com/insights/real-investment-daily/ ------- * REGISTER for our next Dynamic Learning Series, "The Smart Way to Pay for College," Thursday, September 3, 2026: https://streamyard.com/watch/mcE7YgphgMns --- 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/ #RetirementPlanning #RetirementIncome #FinancialPlanning #TaxPlanning #RetirementLife