How to Endure Suffering to Build Greater Wealth and Resilience

Despite finally having the permission to live it up in retirement, I still find it hard to spend money on things I don’t truly need. A big part of building wealth has always been about endurance and suffering. The more we can withstand—long hours, delayed gratification, and the occasional investment blowup—the greater our odds of […]

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Millionaire Early Retirees Probably Shouldn’t Get Healthcare Subsidies

If healthcare in America weren’t so egregiously expensive, more people would retire earlier and live better, happier lives. We’re one of the few countries in the world where affordable healthcare is tied to employment, making financial independence that much harder to achieve. Given the high cost of coverage, before you decide to retire early by

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How Empower’s Free Financial Review Helped Me Rethink Retirement

After doing my first free Empower financial professional review back in 2014, I decided to do another investment portfolio review with them. Given the portfolio review is free for anyone with over $100,000 in investable assets, and my financial situation has changed so dramatically since then, I figured, why not spend a little time uncovering potential

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It Feels Like 1999 Again: Time To Party Without Blacking Out

1999 is back, and I’ve missed it. Ever since then, I’ve been chasing that next 50-bagger, the kind of life-changing winner that helped me come up with the down payment for my first property. But he’s been elusive. I still remember sitting on the international trading floor at Goldman Sachs at 1 New York Plaza,

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Vacations Just Aren’t As Great Anymore Once You Retire Early

On October 8, 2025, we decided to go on a family vacation I was decidedly unexcited about. That entire week was supposed to be my time to attend the Fairfield Challenger tennis tournament every day with my buddy Richard. September and October are tennis paradise months in the Bay Area, with multiple tournaments and ideal

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The Cost To Prove Your Ethnicity And Heritage: Hawaiian Edition

So you’ve read my post on the growing importance of Identity Diversification and now you’re wondering what it actually takes to prove your ethnicity and heritage. Doing so can help you better navigate the shifting socioeconomic winds of society and, in some cases, even improve your odds of getting into school, landing a job, winning

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Turn a Government Shutdown Into an Opportunity to Thrive

The government has shut down again, this time mostly over healthcare subsidies. We’ve seen shutdowns before, and we’ll see more in the future. As frustrating as they are, shutdowns remind us that uncertainty is the only constant. Instead of just surviving, I want to show you how to thrive during and after one. Out of

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