The Retirement Roadtrip
Welcome to The Retirement Roadtrip, where your GPS is set for a fun, informative, and slightly quirky journey through the twists and turns of retirement planning! We’re all about helping you navigate the road ahead with expert advice, a few laughs, and maybe a couple of surprise detours along the way. Our hosts are financial pros by day and adventure-seekers at heart, so whether you’re gearing up for retirement or already coasting down the open road, we’ve got the tips and insights to keep you on track. We’re here to help you map out your future with tips, stories, expert interviews, and a dash of humor—because retirement planning should be exciting, not exhausting. Hop in, buckle up, and let’s hit the road!
- Update frequency
- every 14 days
- Average duration
- 26 minutes
- Episodes
- 13
- Years Active
- 2024 - 2025
S.1 - E.13 Your Mid-Year Financial Checkup
Summertime is for flip-flops and financial tune-ups. In this episode, Greg and Tom walk you through a four-part mid-year checklist: taxes, insurance, estate planning, and retirement savings. You'll h…
S.1 - E.12 Do You Need Long-Term Care Coverage?
Retirement isn't just about saving money—it's about preparing for all of life's turns. This week, we wrap up our "entitlements" series with a deep dive into long-term care. It’s not an entitlement, a…
S.1 - E.11 Healthcare, Headaches, and How to Plan Smarter
In this episode of Retirement Roadtrip, we tackle the ripple effects of tariffs, the rising cost of goods, and the often-overlooked realities of Medicare. Greg and Tom break down why retirement plann…
S.1 - E.10 Catching Knives & Claiming Checks - What to Do When the Market Dips
In this episode of Retirement Roadtrip, we tackle market drops, emotional decisions, and how to make smart moves with Social Security and Medicare. After a rough market week fueled by tariff talk and…
S.1 - E.9 Planning Through the Panic - Tariffs, Trade, and Your Portfolio
In this episode of Retirement Roadtrip, we tackle the topic of tariffs, economic fear, and how investors can remain confident through uncertain times. With recent headlines stirring anxiety about tra…
S.1 - E.8 Building Wealth Through Real Estate
In this episode of Retirement Roadtrip, we explore the ins and outs of real estate investing, including five key ways investors can generate wealth. While many consider real estate an alternative inv…
S.1 - E.7 Avoiding Costly Mistakes
In this episode, we explore the biggest pitfalls retirees face and how to navigate them with confidence. Retirement isn’t just about having enough money—it’s about having a plan for how you’ll spend …
S.1 - E.6 Practicing Retirement
In this episode, we explore how to prepare for retirement beyond just finances. We discuss the emotional and practical aspects of retirement, sharing personal stories, key strategies, and tips on fin…
S.1 - E. 5 Navigating Market Trends and Financial Strategies for 2025
In this episode, we analyze the impact of the recent election, stock market trends, and financial strategies to help listeners prepare for 2025. We break down key economic factors, explore investment…
S.1 - E.4 The 4 Essential Types of Insurance for Retirement
In this episode, we will explore the often-overlooked but essential topic of insurance in retirement. We’ll guide you through the four key types of insurance—health, disability, life, and long-term c…
S.1 - E.3 Mapping Out Your Retirement Plan: 12 Key Steps
In this episode, hosts Tom and Greg map out the 12 essential steps of a successful retirement plan. They provide listeners with a comprehensive guide to navigating the complexities of retirement, sha…
S.1 - E.2 How Giving More Can Help You Have More in Retirement
In this heartwarming episode of the Retirement Roadtrip Show, hosts Greg Hutto and Tom Roberts explore the timeless principle of giving and its profound impact on both personal fulfillment and financ…
S.1 - E.1 Navigating the Road to Retirement
Join us in the first episode of the Retirement Road Trip show as we discuss the essential roadmap for navigating your financial journey toward retirement. Hosts Greg Hutto and Tom Roberts take us thr…