In my post, “How You’ll Feel Achieving Various Millionaire Milestones,” a commenter named Joseph shared these thoughts: “I’m fascinated by someone worth $10M or $20M not feeling wealthy. Are they hanging out with nothing but billionaires? The only other explanation is a scarcity mindset. But I suppose that mindset got them to where they are. They need […]
When Investing Is More Alluring Than Spending, Fight Back Hard! Read More »
Since writing about FIRE in 2009, I’ve favored investing in growth stocks over value stocks. As someone who wanted to retire early from finance, my goal was to build as large a capital base as quickly as possible. Once I retired, I could convert these gains into dividend-paying stocks or other income-generating assets to cover
Stop Investing In Value Stocks Over Growth If You Want To FIRE Read More »
This type of post only surfaces during a bull market, when greed tug at us the hardest, making satisfaction elusive. Ever since making my first public equity investment in 1996, I’ve been hooked, wrestling with the constant mental tug-of-war over how to be at peace with my investment decisions. Maybe you fight the same battles.
The Sad Need For Investing Big Money To Make Life-Changing Money Read More »
After a week of reviewing the tax-free exclusion rule for selling a rental property, I decided not to sell. I’d already used my $500,000 tax-free exclusion amount and would need to wait at least two more years before I could potentially use the full amount again. Most importantly, I’m on a mission to boost my
Earning Passive Income Requires Optimization And Sacrifice Read More »
On the latest episode of the Financial Samurai podcast, I sat down with Ben Miller, cofounder and CEO of Fundrise, for a deep dive into artificial intelligence, venture capital, and what it really takes to get into the best private company deals. Ben was in San Francisco this summer visiting various portfolio companies and trying to make
The Acceleration Of AI Growth With Ben Miller, CEO of Fundrise Read More »
To celebrate Millionaire Milestones: Simple Steps To Seven Figures making the USA TODAY national bestseller list, I want to share how you might feel and what you might do as you hit various levels of wealth (net worth). Perhaps by sharing, I’ll motivate you to save and invest more aggressively. We’ll start with reaching your first
How You’ll Feel Reaching Various Millionaire Milestones ($1M-$20M) Read More »
When I worked at Goldman Sachs and Credit Suisse, we would occasionally bring a hot IPO deal to market. During the company roadshow, we’d take management around to meet one on one with our largest investors and clients. Sometimes the IPO was so in demand that many clients could not even get a one on
The Futility Of Chasing A Hot IPO And What To Do Instead Read More »
In Spring 2025, I sold one of my properties and will successfully exclude $500,000 in capital gains, tax-free, thanks to the IRS Section 121 Exclusion. For those unfamiliar, this powerful rule allows homeowners to exclude up to $250,000 in capital gains if single, or $500,000 if married filing jointly, from the sale of a primary
How To Use The Tax-Free Home Sale Exclusion Every Two Years To Save Read More »
Since starting Financial Samurai in 2009, I’ve encouraged folks to keep an open mind and embrace as many different perspectives as possible. So often, we get set in our ways and think our approach is the only right way to do things. But I can assure you, you’re probably missing something—or could do something a
The Shocking Power Of Getting A Different Perspective Read More »
As soon as both my children were born in 2017 and 2019, I superfunded their 529 plans equal to the five-year gift tax exemption. At the time, I was thrilled to do it given a parent’s number one responsibility is to provide for their children. Finally, a tax-efficient way to shift some of my assets
You Should Love The 529 Plan More After OBBBA Passed Read More »
