ACA premium shock for 2026? If your Marketplace/Obamacare health insurance premium jumped, this video shows 10 practical ways to pay less all year by controlling MAGI (modified adjusted gross income) and avoiding costly income mistakes.

Health insurance is the #1 “elephant in the room” for early retirement. With enhanced ACA subsidies ending after 2025, many early retirees are seeing big premium increases — but the ACA is still income-based, not asset-based, which means you may have more control than you think.

In this episode, I break down: ✅ Why many early retirees still choose ACA/Marketplace plans ✅ How the 400% Federal Poverty Level (FPL) line affects premium tax credits ✅ Why 250% FPL matters for cost-sharing reductions (Silver plans) ✅ 10 specific levers you can use to manage MAGI and pay less — including capital gains control, Roth strategy, cash runway, HSAs, dividend/interest “silent MAGI,” Roth conversion timing, and updating your income during the year

Important: Even after you enroll, you can update your Marketplace income estimate during the year — this can help prevent overpaying (or owing money back at tax time).

❤️ Depending on the platform you're listening on, please Like, Subscribe, Follow & Share, and leave a positive review if you found this episode helpful!

📊 Resources mentioned in this episode: - Click here for 2025 FPL Tables - ACA Uses the 2025 tables for 2026. - Click here for the free MAGI Calculator Template (Microsoft Excel download). Use it to estimate your MAGI for ACA plans. - Click here for the free early retirement checklist, 12 Must-Do Steps to Retire Sonner and Smarter

🎧 My Podcast episodes mentioned in this episode to listen to next: - Season 1, Episode 4: Health Insurance Options for Early Retirement: What You NEED to Know - goes over the pros and cons of health insurance options for early retirement, including and beyond the ACA - Season 2, Episode 14: ACA MAGI: How to Calculate & Manage It for Big Savings! - goes over exactly how to calculate your Modified Adjusted Gross Income (MAGI)

🌐 More from me: All my videos, podcast episodes, and freebies: https://mikeupland.com

💼 My Favorite Retirement Planning Tool! If you’re serious about planning for 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.

👉 Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I earn a small commission if you decide to go on the paid plan after a free 2-week trial, or you can remain on the free plan, but I highly recommend the paid plan to use all its robust features! I personally use it for my retirement planning and love it! This link doesn’t cost you anything extra and helps to support the content I create. Thank you!

☕ Support: [Buy me a coffee](https://buymeacoffee.com/mikeupland.com)

DISCLAIMER: This podcast is for educational purposes only and reflects my personal experience and research. It is not financial, tax, legal, or investment advice. Always consult with qualified professionals before making major retirement or financial decisions. I am not responsible for any loss or damages resulting from reliance on this information.

2026 401(k) and IRA contribution limits are rising from 2025—but maxing out can backfire if you’re planning early retirement. In this episode I break down 3 rules to fund the right accounts in the right order.

If you’re aiming to retire before 59½, the “max everything” advice can accidentally:

• lock up money when you need flexibility
• increase taxes later (required distributions and tax brackets)
• make health insurance more expensive by pushing up income (Affordable Care Act subsidies)

In this episode you’ll learn:

1. When maxing your 401(k) does make sense (and when it doesn’t)
2. The best “order of operations” for early retirees (401(k), IRA, Roth, Health Savings Account, taxable brokerage)
3. How to balance tax savings today vs. flexibility and taxes later

❤️ Depending on the platform you're listening on, please Like, Subscribe, Follow & Share, and leave a positive review if you found this episode helpful!

👉Additional Info beyond this episode: If you retire before 59½ and don’t have enough in a taxable brokerage “bridge,” there is another tool called IRS Rule 72(t) (also called SEPP — Substantially Equal Periodic Payments). It can be a legit way to access IRA money early without the 10% penalty, but it comes with some important strings attached (it’s rigid, and mistakes can be costly). Fore more information on this, listen to my podcast episode devoted to this, titled How to Tap Your IRA or 401(k) Early —NO IRS PENALTY! | Rule 72(t) Explained, it's Season 2, Episode 9.

👉 Free Resource Mentioned:

• ✅ 12 Must-Do Steps to Retire Sooner and Smarter (Checklist) A simple, practical roadmap to help you get retirement-ready faster. 🔗 Download it here

📺 When you're not on the go, check out my Early Retirement Roadmap YouTube Channel: https://youtube.com/@EarlyRetirementRoadmap?sub_confirmation=1

🌐 More from me: All my videos, podcast episodes, and freebies: https://mikeupland.com

💼 My Favorite Retirement Planning Tool! If you’re serious about planning for 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.

👉 Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I earn a small commission if you decide to go on the paid plan after a free 2-week trial, or you can remain on the free plan, but I highly recommend the paid plan to use all its robust features! I personally use it for my retirement planning and love it! This link doesn’t cost you anything extra and helps to support the content I create. Thank you!

☕ Support: [Buy me a coffee](https://buymeacoffee.com/mikeupland.com)

DISCLAIMER: This podcast is for educational purposes only and reflects my personal experience and research. It is not financial, tax, legal, or investment advice. Always consult with qualified professionals before making major retirement or financial decisions. I am not responsible for any loss or damages resulting from reliance on this information.

Monthly Dividend ETFs for retirement income can look like a paycheck—but it’s often an illusion. In this episode, I share 3 tests to avoid costly mistakes and keep Affordable Care Act (ACA) taxes in mind.

You’ll learn: • The 4 main types of monthly income ETFs (covered-call, high-dividend stock, preferred stock, bond funds) • Why yield can mislead if you ignore total return • Test #1: What the distribution is made of (dividends, interest, option premium, return of capital) • Test #2: Whether monthly payouts increase your control—or reduce it • Test #3: How monthly distributions can raise modified adjusted gross income (MAGI) and affect tax planning

Examples include JEPI/JEPQ/QYLD/XYLD/RYLD, SPHD/DIV/SDIV, PFF/PGX/PFFD, and BND/AGG/LQD.

❤️ Depending on the platform you're listening on, please Like, Subscribe, Follow & Share, and leave a positive review if you found this episode helpful!

👉 Free Resources Mentioned:

• ✅ 12 Must-Do Steps to Retire Sooner and Smarter (Checklist) A simple, practical roadmap to help you get retirement-ready faster. 🔗 Download it here
• ✅ Free MAGI & Tax Estimator Spreadsheet (for ACA + taxes) Estimate your Modified Adjusted Gross Income (MAGI), keep an eye on ACA subsidy eligibility, and get a rough tax estimate as you go through the year. 🔗 Get the spreadsheet here

📺 When you're not on the go, check out my Early Retirement Roadmap YouTube Channel: https://youtube.com/@EarlyRetirementRoadmap?sub_confirmation=1

🌐 More from me: All my videos, podcast episodes, and freebies: https://mikeupland.com

💼 My Favorite Retirement Planning Tool! If you’re serious about planning for 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.

👉 Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I earn a small commission if you decide to go on the paid plan after a free 2-week trial, or you can remain on the free plan, but I highly recommend the paid plan to use all its robust features! I personally use it for my retirement planning and love it! This link doesn’t cost you anything extra and helps to support the content I create. Thank you!

☕ Support: [Buy me a coffee](https://buymeacoffee.com/mikeupland.com)

DISCLAIMER: This podcast is for educational purposes only and reflects my personal experience and research. It is not financial, tax, legal, or investment advice. Always consult with qualified professionals before making major retirement or financial decisions. I am not responsible for any loss or damages resulting from reliance on this information.

Wondering if you really have enough to retire? In this early retirement planning episode, I break down 6 levels of retirement wealth—from Survival to Fulfillment—so you can see which level you’re at and what it takes to move up.

Too many people only ask, “Do I have enough to retire?” when the better question is, “Enough for what level of retirement?” In this episode, I walk through my framework of Survival, Stability, Comfort, Security, Freedom, and Fulfillment Wealth so you can stress-test your plan, avoid white-knuckle retirement, and aim for a life that actually feels secure, free, and meaningful. We’ll also look at a real-world example couple who wants about $75,000/year in retirement spending and how different portfolio sizes can land them at very different levels.

You’ll learn:

• Why “just covering the bills” can trap you in Survival or Stability Wealth
• What Comfort Wealth feels like—and why it can still be fragile
• Why I see Security Wealth (Level 4) as a strong target before you retire
• How Freedom and Fulfillment Wealth shift your focus from “Can we afford this?” to “Does this fit the life we want?”
• How your withdrawal rate, cash buffer, debt, housing, and health insurance all affect your level
• How to use this framework as a targeting system, not a report card

I’ll also share why, for many people, retiring a bit earlier at Level 4 with more healthy years can be more valuable than grinding your way to Level 6 but having less time and energy to enjoy it.

❤️ Depending on the platform you're listening on, please Like, Subscribe, Follow & Share, and leave a positive review if you found this episode helpful!

👉 Free Resources Mentioned:

• ✅ 12 Must-Do Steps to Retire Sooner and Smarter (Checklist) A simple, practical roadmap to help you get retirement-ready faster. 🔗 Download it here
• ✅ Free MAGI & Tax Estimator Spreadsheet (for ACA + taxes) Estimate your Modified Adjusted Gross Income (MAGI), keep an eye on ACA subsidy eligibility, and get a rough tax estimate as you go through the year. 🔗 Get the spreadsheet here

📺 When you're not on the go, check out my Early Retirement Roadmap YouTube Channel: https://youtube.com/@EarlyRetirementRoadmap?sub_confirmation=1

🌐 More from me: All my videos, podcast episodes, and freebies: https://mikeupland.com

💼 My Favorite Retirement Planning Tool! If you’re serious about planning for 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.

👉 Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I earn a small commission if you decide to go on the paid plan after a free 2-week trial, or you can remain on the free plan, but I highly recommend the paid plan to use all its robust features! I personally use it for my retirement planning and love it! This link doesn’t cost you anything extra and helps to support the content I create. Thank you!

☕ Support: [Buy me a coffee](https://buymeacoffee.com/mikeupland.com)

DISCLAIMER: This podcast is for educational purposes only and reflects my personal experience and research. It is not financial, tax, legal, or investment advice. Always consult with qualified professionals before making major retirement or financial decisions. I am not responsible for any loss or damages resulting from reliance on this information.

Lazy retirement investing made simple: early retirement, index funds (VTI, VOO, VUG, VIG, VYM), withdrawal rate guardrails, 2–4 year cash liquidity runway, Roth conversions, MAGI/ACA & IRMAA tax strategy.

Ready for a “do less, retire better” portfolio? In this episode, I walk through my lazy retirement investing plan—built for early retirees and anyone who wants a low-maintenance, rules-based retirement approach that’s diversified, tax-smart, and actually livable. We’ll set up a 3-category index portfolio, place assets for taxes, build a 2–4 year cash runway for bear markets, and use flexible withdrawal guardrails so you can sleep at night and still enjoy life.

What you’ll learn:

• The “lazy” portfolio (Foundational, Growth, Income) and why boring wins long-term
• Examples to research: VTI/VOO (core), VUG (growth), VIG/VYM (dividends)
• How to set your mix and rebalance (±5% bands / annual check-in)
• Smart tax placement: ETFs in taxable, bonds/REITs in tax-advantaged, avoid surprise cap gains from index mutual funds in taxable
• Building a 2–4 year liquidity runway (cash, CDs, short-duration TIPS)
• Choosing a starting withdrawal rate (e.g., ~3% for longer retirements) + ±20% guardrails
• Practical withdrawal order (taxable → traditional → Roth)
• Roth conversions: when they can make sense and how to manage MAGI for ACA subsidies pre-65 and IRMAA after 65
• The annual tune-up: rebalance, refill runway, run a tax/MAGI check, adjust withdrawals, and basic account hygiene

Free resources mentioned in this episode:

🔗Click here for my free checklist 12 Must – Do Steps to Retire Sooner and Smarter.

🔗 Click here for the free MAGI Calculator Template (Microsoft Excel download). Use it to estimate your MAGI for ACA plans.

🎧Listen to this episode titles I mentioned in this podcast and some others that are related/may be of interest:

• How a Mutual Index Fund Cost Me $17K in Taxes (And How to Avoid This Mistake)
• 🚨No Subsidies in 2026? Plan A vs Plan B (DO THIS)
• How I Retired at 55: Do These 5 Things
• ACA MAGI: How to Calculate & Manage It for Big Savings!
• Roth Conversions or ACA Subsidies? The Early Retirement Dilemma No One Talks About
• Will ACA Subsidies Disappear After 2025? What You NEED to Know!
• How Early Retirees Can Pay WAY Less for Health Insurance!
• The $12,900 Health Insurance Loophole for Early Retirees!
• Health Insurance Options for Early Retirement: What You NEED to Know

💼 My Favorite Retirement Planning Tool! If you’re serious about planning for 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.

👉 Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I earn a small commission if you decide to go on the paid plan after a free 2-week trial, or you can remain on the free plan, but I highly recommend the paid plan to use all its robust features! I personally use it for my retirement planning and love it! This link doesn’t cost you anything extra and helps to support the content I create. Thank you!

❤️ Depending on the platform you're listening on, please Like, Subscribe, Follow & Share, and leave a positive review if you found this episode helpful!

📺 When you're not on the go, check out my Early Retirement Roadmap YouTube Channel: https://youtube.com/@EarlyRetirementRoadmap?sub_confirmation=1

🌐 Visit my website for all my media, including my blog or to contact me about sponsorship or other business opportunities: https://mikeupland.com/

☕ Support: [Buy me a coffee](https://buymeacoffee.com/mikeupland.com)

DISCLAIMER: This podcast is for educational purposes only and reflects my personal experience and research. It is not financial, tax, legal, or investment advice. Always consult with qualified professionals before making major retirement or financial decisions. I am not responsible for any loss or damages resulting from reliance on this information.

Does retiring early reduce Social Security? The truth—how benefits are really calculated: the 35-year rule, Average Indexed Monthly Earnings (AIME), bend points, indexing only through age 59, and why “zeros” hurt.

In this episode, I break down:

• Why Social Security is based on your highest 35 indexed years—not your last job.
• How indexing stops after age 59, so skipping some early-60s work years often matters less than headlines suggest.
• Why zeros are the enemy—and simple ways part-time income can replace them.
• A clear Path A vs. Path B example (keep working vs. hang it up) to show how the impact often lands in the couple-hundred-per-month ballpark in my scenario.
• The crucial difference between retiring and claiming (FRA reductions vs. delayed credits).

Quick checklist to get clarity:

1. Download your earnings record at SSA.gov and fix any errors.
2. Count your credited years—if you’re under 35, plan to replace zeros (even modest earnings help).
3. Compare two scenarios: keep working a bit vs. retire earlier; check benefits at Full Retirement Age and at your actual claim age.
4. Decide based on dollars and lifestyle, not fear headlines.

Free resources mentioned in this episode:

🔗Click here for my free checklist 12 Must – Do Steps to Retire Sooner and Smarter.

🔗 Click here for the free MAGI Calculator Template (Microsoft Excel download). Use it to estimate your MAGI for ACA plans.

🎧Listen to these episode titles next that I mentioned in this podcast:

• How to Tap Your IRA or 401(k) Early —NO IRS PENALTY!
• ACA MAGI: How to Calculate & Manage It for Big Savings!

💼 My Favorite Retirement Planning Tool! If you’re serious about planning for 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.

👉 Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I earn a small commission if you decide to go on the paid plan after a free 2-week trial, or you can remain on the free plan, but I highly recommend the paid plan to use all its robust features! I personally use it for my retirement planning and love it! This link doesn’t cost you anything extra and helps to support the content I create. Thank you!

❤️ Depending on the platform you're listening on, please Like, Subscribe, Follow & Share, and leave a positive review if you found this episode helpful!

📺 When you're not on the go, check out my Early Retirement Roadmap YouTube Channel: https://youtube.com/@EarlyRetirementRoadmap?sub_confirmation=1

🌐 Visit my website for all my media, including my blog or to contact me about sponsorship or other business opportunities: https://mikeupland.com/

☕ Support: [Buy me a coffee](https://buymeacoffee.com/mikeupland.com)

DISCLAIMER: This podcast is for educational purposes only and reflects my personal experience and research. It is not financial, tax, legal, or investment advice. Always consult with qualified professionals before making major retirement or financial decisions. I am not responsible for any loss or damages resulting from reliance on this information.

Retirement planning, early retirement, 7 signs you’re ready to retire, retire earlier than you think, retire in your 50s, how to retire early—here’s how to know if the numbers and lifestyle say YES.

If you’re wondering “Am I actually ready to retire sooner?”, this episode walks through 7 clear signs—financial, lifestyle, and mindset—that indicate you can retire earlier than you think. We’ll cover bridging to age 59½, penalty-free access options (Rule of 55 and Substantially Equal Periodic Payments under IRS Rule 72(t)), income diversification, healthcare planning, Monte Carlo stress tests, and a low-risk way to “test-drive” retirement before you leap.

What you’ll learn: • Why 59½ is a key milestone—and smart ways to bridge those years • Penalty-free access paths: Rule of 55 and 72(t) SEPPs (complex, not for everyone) • How diversified income (cash, taxable brokerage, dividends/cap gains, Roth basis) boosts flexibility • Stress-testing your plan with Monte Carlo simulations to validate your withdrawal rate • Housing decisions (right-sizing or staying put) and their impact on cash flow • Healthcare budgeting before Medicare and how to plan for premiums/out-of-pocket costs • A simple “retirement test-drive” to build confidence before you quit

Free resources mentioned in this episode:

🔗Click here for my free checklist 12 Must – Do Steps to Retire Sooner and Smarter.

🔗 Click here for the free MAGI Calculator Template (Microsoft Excel download). Use it to estimate your MAGI for ACA plans.

🎧Listen to these episode titles next that I mentioned in this podcast:

• How to Tap Your IRA or 401(k) Early —NO IRS PENALTY!
• ACA MAGI: How to Calculate & Manage It for Big Savings!

💼 My Favorite Retirement Planning Tool! If you’re serious about planning for 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.

👉 Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I earn a small commission if you decide to go on the paid plan after a free 2-week trial, or you can remain on the free plan, but I highly recommend the paid plan to use all its robust features! I personally use it for my retirement planning and love it! This link doesn’t cost you anything extra and helps to support the content I create. Thank you!

❤️ Depending on the platform you're listening on, please Like, Subscribe, Follow & Share, and leave a positive review if you found this episode helpful!

📺 When you're not on the go, check out my Early Retirement Roadmap YouTube Channel: https://youtube.com/@EarlyRetirementRoadmap?sub_confirmation=1

🌐 Visit my website for all my media, including my blog or to contact me about sponsorship or other business opportunities: https://mikeupland.com/

☕ Support: [Buy me a coffee](https://buymeacoffee.com/mikeupland.com)

DISCLAIMER: This podcast is for educational purposes only and reflects my personal experience and research. It is not financial, tax, legal, or investment advice. Always consult with qualified professionals before making major retirement or financial decisions. I am not responsible for any loss or damages resulting from reliance on this information.