The $12,900 Health Insurance Loophole for Early Retirees!

The $12,900 Health Insurance Loophole for Early Retirees!

What if you could save over $12,000 a year on healthcare—just by choosing the right account to withdraw from to fund your retirement? In this episode, I (early retiree and tax-planning nerd) break down the smartest way to structure your income before age 65 to maximize your ACA subsidy. You’ll learn why your taxable brokerage account might be your biggest retirement superpower, how MAGI works, and how to avoid the dreaded “coverage gap” in non-Medicaid expansion states. Perfect for anyone eyeing early retirement with a sharp eye on healthcare costs.

🔔 If you found this episode helpful, please follow or subscribe & leave a review, or support me with a cup of coffee here.

💼My Favorite Retirement Planning Tool. If you're serious about planning for early retirement, you've got to check out Boldin. It's a powerful tool that helps you map out your financial future -- whether you're a DIY planner or just want to stress-test your retirement strategy. I personally use it and highly recommend! Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I may earn a small commission at no extra cost to you. It's a simple way to support this podcast and the content I create. Thank you!

✅Get these Free Resources available too on my Patreon!:

📊Free MAGI calculator Excel template

📊Free 12-Step Early Retirement Planning Checklist

📊Free eBook: ACA Premium Shock Fix, 10 Ways to Pay Less for Marketplace Coverage All Year Long

👉To get these free downloads, go to my Patreon, click Join for Free, then click on the Tools collection, and you can download any of them from there. Here is the link to my Patreon: https://www.patreon.com/cw/earlyretirementroadmap

🎥 When you’re not on the go, check out my Early Retirement Roadmap YouTube channel for more insights and inspiration.

🌐 Visit mikeupland.com – Connect with me & explore retirement resources including all my videos and blog articles.

Avsnitt(53)

One Big Beautiful Bill: 2025 Retirement Tax Shake-Up for Retirees & Future Retirees

One Big Beautiful Bill: 2025 Retirement Tax Shake-Up for Retirees & Future Retirees

Wondering how the 2025 tax law changes affect your retirement strategy? This video breaks down the One Big Beautiful Bill Act, a landmark tax bill signed into law by President Trump — and its HUGE imp...

3 Aug 20259min

How to Tap Your IRA or 401(k) Early —NO IRS PENALTY! | Rule 72(t) Explained

How to Tap Your IRA or 401(k) Early —NO IRS PENALTY! | Rule 72(t) Explained

Want early access to your 401(k) or IRA before age 59½ without getting slammed by the IRS 10% penalty? In this episode, I’ll walk you through the IRS Rule 72(t)—a little-known but completely legal loo...

27 Juli 20258min

Countdown to Retirement: Are You Really Ready to Take the Leap?

Countdown to Retirement: Are You Really Ready to Take the Leap?

Are you really ready for retirement? As your retirement countdown begins, I reveal the critical steps you must take to ensure you're fully prepared to retire confidently and securely. From defining yo...

20 Juli 202511min

6 Reasons to Retire AS SOON AS YOU CAN!

6 Reasons to Retire AS SOON AS YOU CAN!

Thinking about early retirement? Here are 6 powerful reasons to retire early—covering retirement planning, financial freedom, health, and why waiting longer could cost more than money. Whether you're ...

14 Juli 202511min

The Top 10 Retirement Myths That Could Cost YOU Thousands!

The Top 10 Retirement Myths That Could Cost YOU Thousands!

Think you need $1 million to retire? That Medicare covers everything? Or that your expenses will drop after you stop working? In this episode of the Early Retirement Roadmap Podcast, I bust the top 10...

7 Juli 202522min

🚨Roth Conversion Warning: Miss This 2025 Window, Regret It FOREVER!

🚨Roth Conversion Warning: Miss This 2025 Window, Regret It FOREVER!

🚨 Roth Conversion Warning: Miss This 2025 Window, Regret It FOREVER! In this episode, I break down why Roth conversions in 2025 are more important than ever—and how early retirees, those already reti...

1 Juli 202511min

STOP Worrying About Running Out of Money in Retirement!

STOP Worrying About Running Out of Money in Retirement!

Are you constantly worried about running out of money in retirement? You’re not alone—and the good news is, the truth might surprise you! In this podcast, I reveal what most people get wrong about ret...

24 Juni 20258min

How Much Do You REALLY Need to Retire on $10K a Month?

How Much Do You REALLY Need to Retire on $10K a Month?

Want to retire on $10K a month? This episode shows exactly how much you need saved in 2025 and beyond—factoring in taxes, healthcare, inflation, Social Security, and investment risk. We’ll break down ...

17 Juni 202512min

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