How a Mutual Index Fund Cost Me $17K in Taxes (And How to Avoid This Mistake)
Investing in index mutual funds sounds like a safe bet, right? Well, I thought so—until I got hit with an unexpected $17,000 tax bill. In this episode of Early Retirement Roadmap, I break down the hid...
24 Mar 202511min
Scared to Retire? Overcome Your RETIREMENT FEARS!
You’ve run the numbers, planned your finances, and dreamed of early retirement—but fear is still holding you back. You’re not alone! What if I run out of money? What about healthcare costs? Will I be ...
17 Mar 202516min
The Perfect Retirement Announcement: A Step-by-Step Guide
Planning to retire? Announcing your retirement isn’t as simple as picking a date and telling your boss—it’s about strategy, timing, and setting yourself up for success. In this episode of Early Retire...
17 Mar 202515min
The ONE Retirement Mistake That Could RUIN You!
You’ve saved up, planned carefully, and are ready to enjoy your retirement—so what could possibly go wrong? In this episode of Early Retirement Roadmap, host Mike Upland reveals a critical mistake tha...
11 Mar 202511min
Health Insurance Options for Early Retirement: What You NEED to Know
Thinking about early retirement but worried about health insurance? You’re not alone! Healthcare costs are one of the biggest reasons people delay retirement. But don’t let that stop you! In this epis...
4 Mar 202514min
Retirement Tax Mistakes that Could Cost You Thousands!
💰 Are you unknowingly making tax mistakes that could drain your retirement savings? In this episode of Early Retirement Roadmap, host Mike Upland breaks down the biggest retirement tax traps and how ...
4 Mar 202513min
How Much Do You REALLY Need to Retire?
Retirement planning isn’t one-size-fits-all, and the question of “How much money do I REALLY need?” can feel overwhelming. But don’t worry—I’ve got you covered! In this episode of Early Retirement Roa...
19 Feb 202512min
Ready to Ditch the 9-to-5? Your Early Retirement Checklist
Are You REALLY Ready to Retire Early? This Checklist Will Tell You! 🚀 You dream of ditching the 9-to-5 grind—but are you truly prepared to take the leap into early retirement? In this episode of Earl...
19 Feb 202512min
