Entrepreneurs Overlook Market Diversification for Illusory Business Gains
Why do entrepreneurs generally hate investing in the stock market? When my entrepreneur friends and I talk finances, I encourage them to diversify and put some of their money in low-cost index funds. The majority say, "But I can make more in my business" Brutal reality: Very few businesses have big exits. Even fewer businesses last 50+ years. Investing some money in the market would be prudent risk management, so why do they avoid investing in the market? What's really going on is (1/2)
Redefine Masculinity: Embrace Emotion, Style, and New Roles
You don’t have to subscribe to this limiting view of masculinity - It’s OK to experiment with your style (doesn’t make you “gay”) - Talking about your feelings opens up powers you cannot anticipate — connection, ownership, and deep growth.I wasn’t...
Couples Need Automated Money System, Not Bill‑Pay Rituals
I see a similar dynamic on my podcast when I ask couples how they manage money But there's a wrinkle The wife: Often spends 5+ hours every week "managing the household finances," but when I ask her what that means, she says...
Expensive NYC Rent Shatters Myth: Buying Isn’t Always Superior
When some LCOL commenter insists that “buying a house is always better than renting, you stupid moron” and I send him a streeteasy link to a Tribeca apt with $6,700/month common charges + taxes that will never pencil out and...

Luxury Hotel Car Impresses, but Ownership Feels Unnecessary
In Morocco, our hotel sent someone to escort us through airport immigration and help with bags. A nice touch I've always loved these Bentley Bentaygas. I imagined that one day I'd get one, so it was shocking that THIS was the...
Living Rich: Immersive Design Journeys Across Japan
We took a months-long slow trip to Japan to explore design, architecture, and craftsmanship Every week, I would explore something that was the best in the world One day, it was umbrellas that have been made by hand for 100 years Another...
Six Figures, Zero Savings: Ignoring Debt Blocks Early Retirement
A couple making $142,000/year has $0 in savings. They told me they want to retire early and invest in multi-family real estate * He thought their total debt was $18,000. It's $46,000 $25K of that is credit card debt — all in...

Early, Consistent Investing Beats Large Late‑stage Contributions
"At some point, there's not much point investing an extra $10K" The key lesson here: The longer you invest and the more you invest, the less your later investments really move the needle This sounds obvious ("Just invest a lot, duh"), but...
Travel Like a Pro: SOPs, Budget Buffers, Themed Adventures
Some unconventional ways I travel: DO: - I use an SOP (standard operating procedure) document, which includes my airline/seat preferences, what time I prefer to fly/land, when to economize and when to splurge, and more - I add 50% to any hotel sticker...

Santa Monica Rents Fall 8% After Three-Year Decline
Santa Monica rents have gone down for 3 years in a row, down 8.1% in the last year LA rents also down Remember: Rents go up and down https://t.co/ohWuaQQoYT
Targeted Networking Beats Slow, Random Job Applications
There's a key element that job seekers miss. We caught it in 2010, when we were testing a new career program During testing, we watched people go through their normal job search. They typically applied to one job through a website,...

Automate Paycheck Splits to Save, Invest, Pay Bills
HOW TO SPLIT YOUR PAYCHECK Stop wasting your time sending money to different accounts every pay day. Here’s how to split up your paycheck — to save, invest, and pay bills — automatically. STEP 1 Make sure you have direct deposit set up...
Reassess Money Beliefs: Stop Letting Small Costs Bind
Every year, reevaluate your beliefs about money For example, there is no meal at any restaurant that can materially affect my finances, so I give myself the freedom to order whatever I want. For someone who couldn't afford appetizers as a...

Owning Beats Renting in All Top 50 U.S. Metros
This person says "most places rent is more expensive than a mortgage." Reality: It's more expensive to own than rent in 100% of the top 50 metro cities in America In my experience, American homeowners REFUSE to run a simple buy...
People Call Mattresses Investments, Ignore Pricey Sheets
It’s extremely interesting that a LOT of people believe expensive mattresses are “an investment” (they’re not — they’re a luxury), yet they never apply the same logic to expensive sheets