The holidays bring families together—but they also create a rare opportunity to talk about something that truly matters: legacy. Richard Rosso & Sarah Buenger explore how thoughtful, well-framed conversations about money, wishes, and values can become one of the greatest gifts you give your family. Research shows that nearly 70% of parents have never discussed inheritance with their children, often leaving confusion, conflict, or unresolved questions behind. Questions lead to stories. Stories lead to understanding. And understanding builds a legacy that lasts beyond the holidays. 0:00 - INTRO 0:20 Santa's Elves & Christmas Ornaments 2:15 - parents who don't tell children about their inheritance. 3:21 - Holiday Legacy Guide 5:41 -Thoughtful conversations: Talking about Money is the greatest gift 9:33 - Conversation starters are tough - use an independent third party to help (friends, clergy, financial advisors, etc.) 12:52 - Care in framing the questions - no dead-end questions 14:46 - Long-lost money 17:34 - Ask about the pets - who gets it? 19:35 - Ask about he "final arrangements:" What do you want? - do it for the ones you love 24:19 - What would you do if you had a month to live? 26:51 - The strategy for learning what your family wants 29:59 - The Christmas Ornament 33:17 - The Tool: www.agingwithdignity.org - Five wishes Questions lead to stories, stories lead to conversations Hosted by RIA Advisors Director of Financial Planning, Richard Rosso, CFP, w Senior Financial Advisor, Sara Buenger, CFP Produced by Brent Clanton, Executive Producer ------- Watch Today's Full Video on our YouTube Channel: https://youtube.com/live/8_W5XkBMmF4?feature=share ------- REGISTER for our 2026 Economic Summit, "The Future of Digital Assets, Artificial Intelligence, and Investing:" https://www.eventbrite.com/e/2026-ria-economic-summit-tickets-1765951641899?aff=oddtdtcreator ------- Get more info & commentary: https://realinvestm entadvice.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/ #LegacyPlanning #FamilyFinance #EstatePlanning #HolidayConversations #FinancialWellbeing