

What Does Retirement Really Cost Today?
Is the American Dream still within reach, or is it getting more expensive than ever? In this episode, Gary Garland breaks down the rising cost of life’s biggest milestones, from homeownership to retirement, and why income plays a critical role in financial stability. The conversation explores how r…

What If You Outlive Your Money?
What if living longer is the biggest financial risk you’re not fully prepared for? In this episode of Your Retirement, Your Way, Gary Garland explores how longevity, and the uncertainty around it, can reshape retirement planning. He discusses why lifespan, lifestyle choices, and unexpected health e…

RMDs: The Costly Rule Most Retirees Overlook
What if the biggest tax bill of your life is waiting quietly in your retirement accounts? In this episode of Your Retirement, Your Way, Gary Garland breaks down Required Minimum Distributions (RMDs) and why they can impact far more than just your taxes. He explores how RMDs affect income, tax brack…

What If Social Security Pays Less Than Expected?
The timeline for Social Security shortfalls just moved closer—and that uncertainty has many retirees asking hard questions. In this episode of Your Retirement, Your Way, financial planner Gary Garland unpacks what it could mean if Social Security benefits are reduced sooner than expected. The conve…

Protecting Your Retirement from Fraud and Identity Theft
Fraud is no longer rare—and retirees are increasingly becoming prime targets. In this episode of Your Retirement, Your Way, estate planning attorney and financial advisor Gary Garland discusses how scams are evolving and what individuals can do to protect themselves. From romance scams and imperson…

The Truth About “Secret” Roth Conversion Strategies
Can you really convert to a Roth IRA without paying taxes—or is that a red flag? In this episode of Your Retirement, Your Way, Gary Garland breaks down a MarketWatch question about a so‑called “secret” Roth conversion strategy and explain why claims like these deserve closer scrutiny. The conversat…

Expectation vs. Reality: The Hidden Gaps in Retirement Planning
What if your retirement expectations are “double‑stuffed”—but the reality comes up short? In this episode of Your Retirement, Your Way, Gary Garland unpacks the gap between what retirees expect and what actually shows up, using everything from Oreo math to market returns as real‑world metaphors. He…

What Most People Get Wrong About Annuities
Most people have strong opinions about annuities—yet many aren’t sure what they actually are. In this episode, Gary Garland breaks down the different types of annuities and why lumping them together often leads to confusion and costly misunderstandings. The conversation explores how annuities work,…

The Quiet Financial Fallout of Divorce Later in Life
Divorce after 55 isn’t just a personal decision—it can quietly rewrite your entire financial future. In this episode, we explore the realities of gray divorce and how later‑life separation can reshape retirement timing, taxes, income, housing, and long‑term lifestyle. Host Gary Garland discusses wh…

What Happens When No One Is Quarterbacking Your Financial Plan
Most people don’t realize they’re missing a financial roadmap until something breaks. In this episode, financial planner and estate planning attorney Gary Garland walks through what a real financial plan looks like — and why many families are operating without one. The conversation explores income …