

When Retirement Timelines Don’t Match
Retirement sounds simple—until two people are trying to get there on different timelines. In this episode of Freedom to Retire, Jim Cipriotti explores why a well-structured retirement plan matters most when couples aren’t retiring at the same time. He breaks down the role of communication and sha…

Why Spending in Retirement Can Feel Harder Than Saving
What if the biggest challenge in retirement isn’t saving money, but learning how to use it? In this episode of Freedom to Retire, Jim Cipriotti unpacks the realities of retirement planning that often get overlooked. He explores common misconceptions around how much people actually need to save, wh…

What Most Retirees Overlook When Markets Get Unpredictable
Market uncertainty can rattle even the most seasoned savers, but understanding how to navigate it can make all the difference. In this episode of Freedom to Retire, Jim Cipriotti explores how thoughtful preparation shapes a more confident retirement journey. He breaks down ways to balance growth an…

Before You Retire, Ask Yourself These Questions
A surprising number of retirees discover too late that their financial plan wasn’t built for real life. In this episode of Freedom to Retire, Jim Cipriotti explores the key elements that help people enter retirement with clarity and confidence. He breaks down how to evaluate financial advisors, wha…

The Retirement Wake‑Up Call Hiding in Your Portfolio
What happens when your investment strategy works against you right as you’re nearing retirement? In this episode of Freedom to Retire, Jim Cipriotti breaks down how market swings, uneven savings, and unexpected financial setbacks can leave many feeling off balance. He explains why neither overly …

Feeling Invincible in a Hot Market?
What happens when a booming market makes retirement savers feel invincible? In this episode of Freedom to Retire, Jim Cipriotti breaks down why market highs can be misleading and why a grounded retirement strategy still matters. He explains how longer lifespans and shifting economic conditions mak…

Why Your Advisor’s Role Could Make or Break Your Future
What’s the one mistake that could derail your retirement dreams? In this episode of Freedom to Retire, Jim Cipriotti dives into why a solid retirement plan isn’t just a luxury, it’s a necessity. He unpacks the critical role of financial advisors and why fiduciary responsibility matters more than e…

The Roth Advantage: Why Timing Is Everything
Ever wondered how taxes could make or break your retirement plan? In this episode of Freedom to Retire, Jim Cipriotti unpacks the critical role tax strategies play in shaping your financial future. From the advantages of Roth accounts to navigating income thresholds and deductions, Jim explains w…

Hybrid Retirement: Work, Play, and Financial Freedom
Think retirement means stopping work cold turkey? Think again. In this episode, Jim Cipriotti unpacks the evolving concept of retirement and why it’s no longer a one-size-fits-all journey. From hybrid retirement, where part-time work meets leisure, to strategies that create reliable income streams…

Is Your Retirement Plan Built to Last?
Ever wondered if your retirement plan could withstand market uncertainty? In this episode of Freedom to Retire, Jim Cipriotti breaks down the essentials of building a secure financial future. From 401(k) rollovers and smart investment choices to strategies for Roth conversions and tax planning, J…