You'd think achieving FIRE would mean we’d stop worrying about saving money and simply spend freely. Nope. Reaching financial independence doesn't mean you suddenly start ignoring price tags. If anything, FIRE changes the way you think about spending. We don't avoid spending money because we're afraid we'll run out. We avoid wasting money because we'd rather spend it on things we actually value. It goes back to thinking like a CEO and putting our money to work where it genera

Our COBRA coverage expires this year. And next year, we plan to switch to an ACA insurance plan. As mentioned in an earlier post about ACA health insurance in early retirement, we're hoping to qualify for ACA subsidies. Doing so could dramatically lower our insurance premiums. The catch? We need to manage our household MAGI (Modified Adjusted Gross Income). It’s a major factor in determining whether we qualify for subsidies and how much we can receive. How ironic is it that w

In one of my first blog posts, I wrote about the five things everyone needs to plan for before retiring. I focused on big-picture items: money, health insurance, social connections, how you’ll spend time, and identity. But there’s another part of retirement planning that doesn’t get nearly as much attention: the things you need to do just before actually leaving your job. Some of it’s financial. Some of it’s administrative. And some is making sure you don’t leave behind any m

Last week, I explained why my wife and I decided an Health Savings Account (HSA) paired with a high-deductible health plan made sense for our early retirement strategy. Once we made that decision, though, I realized I still had a long list of questions. Some were simple. Others sent me down rabbit holes through IRS publications and insurance websites. I wanted one place that answered everything. If you're considering opening your first HSA, these are the exact questions I res

The end of October marks a big milestone in our early retirement—the expiration of our COBRA coverage. COBRA can be a great healthcare option in early retirement, but it only lasts up to 18 months. After that, you’re on your own. So I started shopping for insurance on the ACA Health Insurance Marketplace recently—the logical next step. And that’s when I realized there was a major flaw in our early retirement plan. We knew buying insurance on the ACA Marketplace could get pric

Last week, I explained how my wife and I can use a Roth conversion ladder to access retirement savings before age 59½ without paying the 10% early withdrawal penalty. The downside? You have to wait five years before touching the converted money. Then I discovered another early retirement income strategy that skips the waiting period entirely. With Rule 72(t), you can begin withdrawing money directly from a traditional IRA immediately—without converting anything to a Roth IRA

One of the biggest questions in early retirement is simple: How do you pay the bills before you're old enough to collect Social Security and access retirement accounts without penalties? Before retiring, we intentionally built our high-yield savings account (HYSA) to cover roughly five years of living expenses. That cash serves two important purposes. First, it lets us take advantage of capital gains harvesting, a tax-saving strategy I covered in a previous post. Second, it g

After putting together our FIRE plan in 2009, my wife and I adopted several frugal habits—not because we enjoyed deprivation, but because we wanted to spend more intentionally. Those habits helped us reach financial independence in 2019 and eventually retire early in 2025. What surprised me is that even after FIRE, we never stopped doing them. Some habits stick around long after reaching FIRE. Sure, we occasionally splurge on business-class airplane seats or a ridiculously ex

Last week, I shared what our first year of early retirement looked like financially. Going from a paycheck and employer-subsidized health insurance to being fully self-sufficient was a big shift. At the six-month mark, I wrote about some of the early adjustments and surprises we were already experiencing. But money is only one part of the equation. Leaving my job also meant losing structure, schedules, social connections, purpose, and identity. This post is about what the ear

When I hit the six-month mark of early retirement back in October, I was still adjusting. The sudden abundance of free time was overwhelming, and not having a job title or clear responsibilities felt… strange. I wasn’t just figuring out the financial side—I was trying to picture what life would actually look like for the next 30+ years. Now, after our first year of early retirement, that picture is a lot clearer. There’s a lot to unpack after a full year of retirement, so I’m

Last week, I talked about why healthy lifespan matters more than just living longer. But that got me thinking… What if the real problem isn’t how long we live— but when we’re actually able to enjoy it? Because three things determine how good life feels at any moment: Your health Your money Your time And here’s the problem: They peak at completely different times. This is the health, wealth, and time tradeoff most people never think about THE HEALTH CURVE (WHY YOUR BODY PEA

My dad celebrated his 80th birthday a few days ago. Eighty years old is a pretty big milestone, and it got me thinking about something slightly uncomfortable: How many years does he have left? And maybe more importantly… How many do I have left? I know—it’s a morbid thought. But when you have aging parents and a lot of time to think, mortality tends to sneak into your brain whether you invite it or not. That curiosity led me down a rabbit hole researching life expectancy. I w

Nine months into early retirement , managing healthcare costs is still top of mind. Health insurance options in early retirement are limited—and expensive. The bigger worry, though, has always been what happens if we have an expensive medical procedure. A single medical episode can derail even a solid FIRE plan . It gets scarier when the safety net of a steady paycheck is no longer there. That’s why maintaining and improving our health has been such a big focus for us. But

Over New Year’s Eve and the first five days of the new year, my wife and I did our annual FIRE (Financially Independent, Retire Early) reset , which includes creating our 2026 Goals Bingo cards and completing our no-spend challenge. This reset helps us stay intentional about health, spending, and how we want early retirement to actually feel—not just how it looks on paper. This will be our first full year in early retirement since exiting the rat race in 2025. Last year, we w

As part of our year-end tradition , my wife and I reviewed our Goals Bingo cards and reminisced about the places we visited and the things we did throughout the year. For fun, we also voted on our personal “Best of 2025” across a few categories—including Best New App. This year, we both chose an app that saves us money, helps the environment and businesses—and creates a little excitement. Our Best New App of 2025 is Too Good To Go. Note: I am not affiliated with Too Good To G

As the year comes to a close, I still find it hard to believe that we actually retired before turning 50 this year. When we were in our 30s, retirement at any age seemed like a pipe dream . Despite having low-paying jobs and no direction, we somehow still managed to cross the rat race finish line early. With less than a week left in 2025, we’re now making preparations for two annual traditions to close out the old year and ring in the new one. A few friends started copying u

As the six-month mark of my early retirement approaches, I’ve started looking back at how it’s gone so far. Before I retired, I pictured waking up late, spontaneous adventures, and maybe a new hobby or two. And while some of that has happened, the reality has been a little less “vacation mode” and a little more “figure out how to make retirement enjoyable” mode. Many people assume retirement is like flipping a switch—you leave your job on Friday and wake up Monday in permanen

You know your current net worth and your average annual expenses. You also have your target number . So, now it’s time to start putting your financial independence plan together. And I’ll share my tips on creating a plan that will work, including my best tip that I learned watching basketball. You might be wondering if it’s even necessary to create a plan. Why not just wing it? Yes, I know making a plan isn’t always fun. I like to wing it on most things myself, but I don’t

If you followed along in my last post, you would have calculated your net worth , which tells you where you currently are in the rat race. The next logical question is: How much to save for retirement? To escape the rat race, you must figure out your ultimate goal: What net worth do you need to achieve your Financial Independence Number? Why is it important to figure out this target number? Well, imagine if you were in an actual physical race, except that there’s no clear fin

It’s been roughly four months since I retired and almost six months since my wife did. We often talk about how this was a great choice, but early retirement wasn’t always the plan. As mentioned in my first post , I had doubts we’d be able to retire at all, let alone early. Back in 2006, we weren’t thinking of retirement. We were thinking of starting a family. One day, I was killing time at a Borders Bookstore—remember those?—when I came across a book about how to make money