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

Here’s a story that has stuck with me for over 30 years. When I was still in college, my best friend, who was majoring in Finance, once asked me what Annual Percentage Yield (APY) I was getting on my savings account with the local bank. “About four percent,” I confidently told him. There was just one problem. I had absolutely no idea what APY I was earning. At some point, someone had told me it was around 4%, and I assumed it stayed there forever. Because that's how banks wor

I recently received a Gallup survey regarding the cost of healthcare where I live. One question asked whether I'd ever been unable to afford a prescription medication. That question got me thinking. Picking up a prescription often feels like pulling the lever on a slot machine. You don't know what you'll pay until the pharmacist scans the order and the number appears on the register. Luckily, I’ve never been unable to afford my prescriptions, even when the price was more than

CostPal alerts shoppers when Costco purchases drop in price, making it easy to claim refunds through Costco's price adjustment program. Costco can save you a lot of money—as long as you don't leave with a kayak, a giant teddy bear, and a 72-pound wheel of Parmesan cheese you never intended to buy. What many Costco shoppers don't realize, though, is that Costco has a 30-day price adjustment policy. If something you buy goes on sale within 30 days, Costco will refund the differ

Last week, I shared how you can tap into Morningstar’s investment research database to unearth investment ideas for free. In this post, I’ll show you how I use Morningstar to quickly check a company’s financial numbers before spending hours researching a company. And definitely before buying a stock. Because finding a company with an economic moat and a great CEO is only part of the equation. Eventually, the numbers have to prove the company isn’t all hype. Learning how to re

Let’s return to the topic of stock investing, shall we? We previously covered how to uncover great companies by identifying those with economic moats and fantastic leaders. Many of these companies are behind the products and services you love. But finding these companies can feel overwhelming, especially if you're a beginner investor. When I first started researching stocks, I had absolutely no idea where to begin. Sometimes I would randomly come across ticker symbols online

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

I got really excited when I finished filing our 2025 tax return last week. You might assume it’s because we’re getting a huge refund. Nope. The real reason I was excited? My tax optimization spreadsheet actually worked. Last year, I shared a spreadsheet I built to estimate how much long-term capital gains we could realize while staying in the 0% capital gains tax bracket . I had tested the math every way I could think of. But until you actually file a tax return, you never

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

I’m so excited to share a new spreadsheet I recently created to estimate tax liability and optimize long-term capital gains (LTCG)! I know this sounds like an odd thing to get excited about—but hear me out. Since retiring earlier this year, early retirement tax planning has become a major focus for us. We have more than a decade before we begin to collect Social Security. And without steady paychecks, we’ll be relying solely on our savings and investments. Of course, we’d li

In my last post , we talked about how long-term capital gains stack on top of ordinary income when calculating your federal taxes. We also looked at the magical unicorn of tax brackets: the 0% long-term capital gains bracket. This “stacking” concept doesn’t just help reduce your taxes today—it can also shrink your tax bill years from now by intentionally using the 0% tax bracket. And that’s where capital gains harvesting comes in. Yes, “harvesting,” as if we’re out in a fiel

When I first heard about the zero percent tax bracket for long-term capital gains, I didn’t believe it. Mind you, I’m not talking about Roth IRA withdrawals, which are always tax-free. I’m talking about capital gains from stocks held in a taxable brokerage account . The IRS not taxing this money sounded too good to be true. But it is true—the IRS really does let some of your investment gains be taxed at zero percent. Long-term capital gains actually have their own set of tax

In my previous post , we talked about capital gains—the money you make when you sell stocks for more than you paid. But that’s only one way stocks can make you money. In this post, we’ll take a look at the second way of making money with stocks: dividends . We’ll break down key dates to know about dividends and how to minimize tax liability. And we’ll also answer the big question every dividend investor wants to know—Is it possible to live off of dividends only? WHAT ARE DIVI

When I first started buying and selling stocks, I never held any shares for longer than a few months. Then tax season rolled around, and I found myself staring blankly at a Schedule D tax form, thinking, “What the heck are capital gains , and why did my tax liability jump?” If you’re new to investing, there are two ways to make money through stocks: capital gains and dividends. In this post, we’ll break down what capital gains are, how they’re taxed, and why your holding per

Health insurance is one of the biggest puzzles of early retirement—right up there with "what day is it again?" Six months into early retirement, I wish I could say health insurance isn't on my mind. But it is—a lot. It’s hard not to with health care costs being so high in the U.S. compared to other countries. It is a lot easier when you receive health insurance through your employer. They do all the legwork—they find the best plan and negotiate the best rates. All you have to

Your 401(k) is one of your most powerful tools to escape the rat race and reach financial independence. But like any tool, using it correctly makes a big difference. Even smart savers sometimes miss out on thousands of dollars (and years of growth) because of a few small mistakes. Here are 10 common 401(k) mistakes — and how to make sure you’re getting the most out of your plan. NOT UNDERSTANDING YOUR 401(k) TYPE When 401(k)s were first introduced, there was only one type. Y

Today, I thought I’d share my tips for landing your dream job. These tips are based on my experience in human resources and as a hiring manager. I'll even teach you a game-changing interview question that has helped many friends land their dream jobs. Even if you’re currently employed, knowing what I’m about to share will be helpful if you want to reach financial freedom faster. Increasing your income should always be part of your plan, and finding ways to boost your salary i

Even if you hated math as a student, you’ll love learning the Rule of 72; it takes less than a minute to learn. The Rule of 72 explained simply is an easy, yet powerful mental shortcut to quickly estimate how long it takes for money (or debt) to double. For example, if someone asked you how long it would take for their mutual fund to double in value if it's compounding at 10%, you'll be able to tell them within seconds without the use of a calculator. The Rule of 72 is my fav

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

In your quest for financial independence, you can picture your personal finances as a bucket being filled with water . We're all trying to fill that bucket to the top, but the flow rate of money (income) and the leaks (expenses/inflation) determine how fast we get there. If you've been wondering where to put your money to make that bucket fill faster, you're in the right place. In this post, we'll cover the best financial accounts for beginners —the essential tools you need