The Hidden Cost Between Retirement and Medicare

Could healthcare costs derail an early-retirement date that otherwise looks achievable? Amy Ross explains why the years before Medicare can create a costly planning gap, especially for workers considering retirement in their early sixties. She also explores federal and state employee benefits, long…

The Retirement Fear That Shows Up When Markets Soar

Is the market's recent run making you nervous? Amy Ross discusses market highs, retirement readiness, annuities, investment risk, sequence of returns risk, and why many retirees struggle to spend the money they've worked so hard to save. Amy Ross also shares her approach to building retirement plan…

The Market Rebound Most Investors Miss

The biggest market mistake may happen after an investor decides to get out. Amy Ross discusses Market Guard with Brad Jenkins, including disciplined risk management, emotional investing, direct indexing, and tax-loss harvesting. The episode also examines hidden investment fees, concentrated portfol…

The Retirement Tool That Keeps Breaking Records

Annuities continue to attract attention, but are they being misunderstood? Amy Ross explores how annuities can be used as income tools rather than investment vehicles, helping retirees address income needs and market concerns. She also discusses portfolio diversification, orphaned 401(k)s, workplac…

Interview with Market Guard Creator, Brad Jenkins

What if the biggest threat to your retirement portfolio isn’t the market, but your own emotions? Amy Ross sits down with Brad Jenkins, creator of Market Guard, to discuss risk management, tax efficiency, downside protection, and why preparation can matter more than prediction. Using relatable examp…

The Retirement Conversations Too Many Families Avoid

What retirement questions are you afraid to ask? Amy Ross discusses educational workshops, Social Security concerns, AI-driven workplace changes, Roth conversions, inheritance planning, and the importance of family communication. It’s a conversation about replacing uncertainty with understanding an…

Can Your Retirement Handle the Next Dip?

Market highs feel exciting, but retirement plans need to handle what comes next. Amy Ross discusses volatility, buying the dip, long-term care planning, annuities, income needs, RMDs, and the emotional side of protecting a retirement lifestyle. Amy also explains her “body scan” approach to finding …

The Retirement Mistake That Starts in Your 20s

What if a few small money habits today could dramatically change your future retirement? Amy Ross discusses financial lessons from Carrie Underwood, retirement savings strategies, reducing unnecessary expenses, tax-efficient investing, and why your 40s may be the most important decade for building …

The Retirement Roadmap Most People Never Build

Financial independence starts with understanding what you’ve built. Amy Ross discusses retirement roadmaps, income planning, investment risk, retirement confidence, and why chasing home runs can create unnecessary setbacks. Amy shares why having a clear plan often matters more than simply chasing h…

The Retirement Planning Mistake Gen X Can’t Afford

A golf cart might reveal more about retirement planning than you think. Amy Ross explains how she reverse-engineers retirement plans to uncover hidden risks, reviews the benefits of annuities and Roth conversions, and discusses why many Gen X workers are unprepared for retirement. Amy also explores…