Jermaine Brown on Entrepreneurship

One CEO found an unexpected way to build respect across his team: have employees use AI to automate each other’s work.

Elon Musk’s simple approach to learning shows why books, knowledgeable people, and sustained effort can help you learn almost anything.

Extraordinary gains during periods of rapid change often begin with ordinary preparation during the years when not much seems to be happening.

My personal update for the week ending 9/6/26.

Happy Labor Day!

Here's what I learned this week (ending 9/6/26) and where I learned it.

Here's my 2026 Labor Day Challenge.

Mike Tyson’s surprisingly powerful definition of discipline explains why consistency may be one of life’s greatest competitive advantages.

History suggests that retirement has less to do with stopping work and more to do with having the freedom to choose how you spend your time.

What actually helped Americans build wealth over the last 300 years?

Before deciding whether an investment is good, there’s a more important question to answer: What is the asset actually worth?

My personal update for the week ending 8/30/26.

Here's what I learned this week (ending 8/30/26) and where I learned it.

Google’s new Expert Intelligence feature lets you ask questions, search, and create personalized audio from books.

With more podcasts than ever to choose from, I use a simple set of filters to decide what’s worth listening to and what isn’t.

Denzel Washington’s 2011 University of Pennsylvania graduation speech offers a memorable lesson on leaving your potential unfulfilled.

A nearly $300 million bond deal tied to LeBron James offers a case study in how private companies can borrow against long-term revenue streams.

A home builder’s surprising success with ChatGPT hints at something much bigger: AI could unleash a new wave of Main Street entrepreneurs.

My personal update for the week ending 8/23/26.

Here's what I learned this week (ending 8/23/26) and where I learned it.

Younger consumers are moving away from big brands, screen-heavy lives, and alcohol-centered socializing, and that's creating new opportunities for entrepreneurs.

The Falcons’ new $10.6 billion valuation is another sign that private equity is rapidly reshaping ownership in professional sports.

Edmund Burke on how learning more about what we fear can help us overcome it.

George E.

A framework used by CIA analysts is teaching me to question my assumptions, rely more on evidence, and think more clearly about complex problems.

My personal update for the week ending 8/16/26.

Here's what I learned this week (ending 8/16/26) and where I learned it.

Today AI can build the software, but humans still need to draw the plans; soon, AI may become the architect too.

One entrepreneur is using $200 a month in AI agents to run a leaner business, increase his own productivity, and create more freedom.

The Lakers went from a $10 billion sale to a $12.5 billion deal in just 14 months, an extraordinary jump for a franchise that rarely changed hands.

Bill Gross built PIMCO into an investing giant while avoiding the risks of entrepreneurship, but created a culture that eventually helped push him out.

Bill Gross followed the classic super investor sequence: exploit a small, overlooked market, build a track record and capital base there, then move into larger and more competitive markets as you grow.

My personal update for the week ending 8/9/26.

Here's what I learned this week (ending 8/9/26) and where I learned it.

I had no reason to learn about a farming entrepreneur, but a year later that seemingly useless knowledge became unexpectedly valuable.

Study the people who’ve already won the game to understand what success actually costs before you decide to compete.

The infrastructure required to scale a physical-product business can now be rented, allowing a small team to grow faster than ever.

Excellence isn’t a single act, it’s the result of consistently repeating the actions that precede outsized success.

I’ve seen shipping mistakes create much bigger operational problems, so I’m sharing a few lessons that can help businesses reduce risk, costs, and frustration.

My personal update for the week ending 8/2/26.

Here's what I learned this week (ending 8/2/26) and where I learned it.

After a month of grading every workday, I learned how daily reflection can expose patterns, sharpen execution, and create a powerful feedback loop.

As I learn the logistics behind my friend’s startup, I’m seeing how manufacturers, carriers, customs, and warehouses must all fit together.

Smarter algorithms and emerging ad platforms are giving me a new opportunity to test whether performance marketing has become more cost-effective.

Small markets can offer ambitious investors what large markets rarely do: less competition, deeper mispricing, and a faster path to building capital.

By building an audience before launching products, one small company created free demand, won major retail orders, and produced enormous profits.

My personal update for the week ending 7/26/26.

Here's what I learned this week (ending 7/26/26) and where I learned it.

Kobe Bryant’s confidence came from thousands of reps that made high-pressure moments feel routine.

The entrepreneurial bug often bites after the first taste of turning an idea into something real, and for many founders, there’s no going back.