What I Learned Last Week (8/16/26)
Here's what I learned this week (ending 8/16/26) and where I learned it.
Jermaine Brown on Entrepreneurship
Over 1900 posts from Jermaine Brown on entrepreneurship.
Latest posts
When AI Becomes the Architect
Today AI can build the software, but humans still need to draw the plans; soon, AI may become the architect too.
The $200-a-Month AI Chief of Staff
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 Gained $2.5 Billion in 14 Months
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.
The Risk Bill Gross Avoided and Created
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 and the Power of Small Markets
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.
Weekly Update: Week 332
My personal update for the week ending 8/9/26.
What I Learned Last Week (8/9/26)
Here's what I learned this week (ending 8/9/26) and where I learned it.
Why Learning About Farming Paid Off
I had no reason to learn about a farming entrepreneur, but a year later that seemingly useless knowledge became unexpectedly valuable.
Before You Play, Study the Winners
Study the people who’ve already won the game to understand what success actually costs before you decide to compete.
The Physical Product Game Has Changed
The infrastructure required to scale a physical-product business can now be rented, allowing a small team to grow faster than ever.
You Are What You Repeatedly Do
Excellence isn’t a single act, it’s the result of consistently repeating the actions that precede outsized success.
A Few Shipping Lessons I’ve Learned
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.
Weekly Update: Week 331
My personal update for the week ending 8/2/26.
What I Learned Last Week (8/2/26)
Here's what I learned this week (ending 8/2/26) and where I learned it.
My Experiment With Grading Every Workday
After a month of grading every workday, I learned how daily reflection can expose patterns, sharpen execution, and create a powerful feedback loop.
The Logistics Puzzle Behind Every Delivery
As I learn the logistics behind my friend’s startup, I’m seeing how manufacturers, carriers, customs, and warehouses must all fit together.
Performance Marketing Got Smarter. Did the Economics?
Smarter algorithms and emerging ad platforms are giving me a new opportunity to test whether performance marketing has become more cost-effective.
Why Great Investors Start in Small Markets
Small markets can offer ambitious investors what large markets rarely do: less competition, deeper mispricing, and a faster path to building capital.
Small Company, Massive Distribution, Huge Profits
By building an audience before launching products, one small company created free demand, won major retail orders, and produced enormous profits.
Weekly Update: Week 330
My personal update for the week ending 7/26/26.
What I Learned Last Week (7/26/26)
Here's what I learned this week (ending 7/26/26) and where I learned it.
The Real Source of Kobe Bryant’s Confidence
Kobe Bryant’s confidence came from thousands of reps that made high-pressure moments feel routine.
Why Entrepreneurship Is Addictive
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.
Learning Marketing by Osmosis
Helping a startup overcome operational challenges has become an unexpected crash course in modern marketing and product launches.
Mark Twain and the Prove-It Mentality
Mark Twain’s famous insight shows how testing what we think we know can keep false certainty from causing costly mistakes.
Don’t Trust the Consensus. Prove It.
The best teams don’t follow the consensus; they test every assumption, prove what works, and turn independent thinking into a competitive advantage.
Weekly Update: Week 329
My personal update for the week ending 7/19/26.
What I Learned Last Week (7/19/26)
Here's what I learned this week (ending 7/19/26) and where I learned it.
The New Economics of E-Commerce Scale
The new e-commerce playbook combines lean, AI-powered operations, faster marketing experimentation, and scalable logistics to help companies reach $100 million faster than ever.
The Unexpected Upside of Sharing Online
Sharing what I’ve learned online has led to unexpected conversations, valuable connections, and opportunities that continue to compound.
How an Idiot Beats a Genius
An average person who takes imperfect action will outpace a brilliant person who never starts, because every step creates information and progress.
Buffett, Microsoft, and Software’s Royalty Economics
What can a 1997 email between Warren Buffett and a Microsoft executive teach investors about the enduring economics of software?
AI Is Making Software Stock Picking Matter Again
Software stocks often move together, but AI’s uneven impact could reward investors who understand each company’s customers, products, and competitive position.
Weekly Update: Week 328
My personal update for the week ending 7/12/26.
What I Learned Last Week (7/12/26)
Here's what I learned this week (ending 7/12/26) and where I learned it.
Finding Partners to Grow Accountability Groups
An encouraging conversation with a fellow entrepreneur could open the door to moderating more accountability groups together.
Do Entrepreneurs Need a Daily Report Card Partner?
A daily report card partner could help entrepreneurs stay accountable, maintain momentum, and learn faster from shared successes, failures, and lessons.
Can Entrepreneurs Engineer Productive Days?
Can a simple daily report card help entrepreneurs turn scattered reflection into a repeatable way to create more productive, positive days?
Deadlines Beat Parkinson’s Law
Deadlines force urgency, sharpen focus, and help you avoid Parkinson’s Law by finishing work or learning skills faster than you would with unlimited time.
AI Won’t Replace Mission-Critical Software Yet
For now, AI is unlikely to replace the software that runs core business operations because the risk, cost, and maintenance burden are simply too high.
Weekly Update: Week 327
My personal update for the week ending 7/5/26.
What I Learned Last Week (7/5/26)
Here's what I learned this week (ending 7/5/26) and where I learned it.
Happy July 4th!
Happy July 4th!
4th of July Challenge: Read 2 Articles
This 4th of July, I’m making a dent in the stack of articles in my office.
What If Impossible Is Just Really Hard?
What looks impossible may just be really hard, and someone has already cracked it and is enjoying outsized rewards.
A Midyear Reset for the Rest of 2026
The first half of 2026 flew by, but this midyear reset is my chance to rethink my habits, try something new, and make the rest of the year more intentional.
Mapping a Mess Revealed the Cause
When a critical situation was too complex to understand through email alone, a swim-lane flowchart exposed the likely cause and the path to a better fix.
Weekly Update: Week 326
My personal update for the week ending 6/28/26.
What I Learned Last Week (6/28/26)
Here's what I learned this week (ending 6/28/26) and where I learned it.