Ever wondered what really happens when you try moving your parent into a retirement community—with all your siblings in tow? Buckle up as Kyle and Matt take you behind the scenes of a family “caste system,” where old roles reappear just in time for the stress, laughter, and chaos of helping Mom settle into her new independent life. If you’re in that sandwich generation, stuck between raising kids and corralling parents, this episode’s got stories (and confessions) you’ll instantly relate to.

But that’s just a taste—this week, the guys uncover some surprising facts about what retirement actually costs, why most of us were never taught to budget (even finance grads!), and how “hope is not a strategy” when it comes to your money. Plus, meet the show’s youngest team members and hear the real reason retirees have the best seat in the coffee shop. Ready for some laughs, a little tough love, and the financial “aha” moments you didn’t know you needed? Hit play and join us for the ride!


Join Matthew Allgeyer and Kyle Jones as they dive into the crucial issues shaping your retirement. In this episode of Your Retirement Highway, our hosts discuss a key retirement topic, sharing expert advice, actionable strategies, and experiences that matter. From taxes and Social Security to long-term care and market volatility, they cover what you need to know to chart your retirement course with clarity and confidence.