Current Project: Reading books about entrepreneurs and sharing what I learned from them

Mission: Create a library of wisdom from notable entrepreneurs that current entrepreneurs can leverage to increase their chances of success

Cumulative metrics (since 4/1/24):

• Total books read: 105
• Total blog posts published: 700

This week’s metrics:

• Books read: 1
• Blog posts published: 7

What I completed in the week ending 3/8/26 (link to the previous week’s commitments):

• Read Big Money Thinks Small, a framework book about biases, blind spots, and how to think to be a smarter investor. This book is helpful for decision-making, but it’s tailored more for thinking like a probabilistic investor.

What I’ll do next week:

• Read a biography, autobiography, or framework book

Asks:

• No ask this week

Week three hundred ten was another week of learning. Looking forward to next week!

I’m trying something new this week. I’m going to share content I consumed and learned from.

What I struggled with:

·      No material struggles this week

What I learned:

• 19-year-old makes $400,000 a month – Bloomberg article about how teenagers are becoming millionaires by creating games on Roblox. This is a big market and a trend that isn’t widely known or understood.
• A Wall Streeter bought one of NYC’s biggest clubs – WSJ article about a club that was doing a shocking amount of revenue. After the owners borrowed money, they ended up losing control of the club.
• “College Freshman Sells $50M AI Company” – My previous post includes links to the TechCrunch article and the founder’s X account post about the sale.
• Howard Marks memo: AI hurtles – YouTube video of Howard Marks’s latest memo on AI. This complements his December memo on AI’s ramifications for investing.
• My First Million: The product is you – YouTube video from My First Million, which is about entrepreneurship. Ideas that stuck with me: the concept of the product you’re uniquely suited to build, being you pushed out. Also, I like the impatient-with-action, patient-with-results mindset.
• Alpha Comes from a Differentiated View – YouTube video about investing from someone who worked at hedge funds like Steve Cohen’s Point72. I liked the hit rate vs. slugging thought, being right vs. getting it right, questions to ask when tracking change, and thinking in frameworks.
• Neil Howe on the Fourth Turning – YouTube interview of Cem Karsan and Neil Howe about how differences in generations lead to big societal changes and impact public markets.
• Cem Karsan’s views on current state of stock market – YouTube interview with Cem Karsan. He shares his thoughts about the current stock market and Citrini’s infamous AI report.

That’s what I consumed and learned from and struggled with last week.

I’ve read several books about decision-making over the last few months. One concept that stood out to me, and that was mentioned in multiple books, is the decision journal. The idea is to write down your thoughts and feelings about a big decision before you make the decision. Later, after you’ve made the decision and the outcome has played out, you can reflect and record your lessons learned. The idea is to record your thinking as it’s happening so you can more easily analyze and spot patterns later. You won’t accurately remember your thinking and feelings if you don’t write them down.

I liked this idea and have wanted to implement it for some time. I finally decided to try it out when I had a decision to make recently. The outcome hasn’t played out yet, but the exercise of writing down my thinking and feelings helped me crystallize which choice was best and why. Since making and executing my decision, I’ve reviewed my thinking and already spotted a few errors. One, my thinking in one area wasn’t as tight as I thought it was, and I could have put in more work into it. Two, how I executed my decision didn’t totally align with what I said I was going to do. Close, but not exactly what I was aiming for.

My takeaway so far is that the decision journal is helpful because without it, I likely wouldn’t have spotted those errors so early or at all. The ability to compare what I was thinking, what I did, and the result should be a great tool to help improve decision-making. I hope this becomes a habit when I make big decisions.

I make it a priority to consume content every week to learn about various topics I’m curious about. Podcasts, YouTube, newspapers (digital), blogs, etc. I’ve started keeping a note in my phone with takeaways from pieces I found particularly interesting. That’s been helpful because I can quickly refer to it as needed. I’ve shared some of what I’ve consumed with friends when they mention a topic or ask a question. Based on their feedback, that’s been helpful.

I want to share what I’m consuming more broadly to expose high-quality content that others might find useful. I’m thinking about sending out a weekly email for that purpose. If that’s successful, I’ll consider developing a more deliberate process.

I’ll think about this more this week, but that might be my next project.

Current Project: Reading books about entrepreneurs and sharing what I learned from them

Mission: Create a library of wisdom from notable entrepreneurs that current entrepreneurs can leverage to increase their chances of success

Cumulative metrics (since 4/1/24):

• Total books read: 104
• Total blog posts published: 693

This week’s metrics:

• Books read: 1
• Blog posts published: 7

What I completed in the week ending 3/1/26 (link to the previous week’s commitments):

• Reread Thinking in Bets, a framework and workbook from Annie Duke that details how to think about decision-making in terms of bets, like a poker player does

What I’ll do next week:

• Read a biography, autobiography, or framework book

Asks:

• No ask this week

Week three hundred nine was another week of learning. Looking forward to next week!

Current Project: Reading books about entrepreneurs and sharing what I learned from them

Mission: Create a library of wisdom from notable entrepreneurs that current entrepreneurs can leverage to increase their chances of success

What I struggled with:

• No material struggles related to this project this week

What I learned:

• This week, a friend sent me a link to a social media account that caught my eye. The account posts short videos about lessons learned from business history. I did some digging and found that they’ve built a database of business case studies (I assume from books). Looks like they take multiple lessons from each case study and share each lesson as a separate post. What they’re essentially doing is helping people learn lessons through stories, one micro lesson and one story at a time. It’s an interesting approach to sharing business wisdom through microlearning.  

That’s what I learned and struggled with last week.

Current Project: Reading books about entrepreneurs and sharing what I learned from them

Mission: Create a library of wisdom from notable entrepreneurs that current entrepreneurs can leverage to increase their chances of success

Cumulative metrics (since 4/1/24):

• Total books read: 103
• Total blog posts published: 686

This week’s metrics:

• Books read: 1
• Blog posts published: 7

What I completed in the week ending 2/22/26 (link to the previous week’s commitments):

• Read How to Decide, a framework and workbook from Annie Duke that details tools and a multistep process to improve your decision-making

What I’ll do next week:

• Read a biography, autobiography, or framework book

Asks:

• No ask this week

Week three hundred eight was another week of learning. Looking forward to next week!

Current Project: Reading books about entrepreneurs and sharing what I learned from them

Mission: Create a library of wisdom from notable entrepreneurs that current entrepreneurs can leverage to increase their chances of success

What I struggled with:

• No material struggles related to this project this week.

What I learned:

• No material learning related to this project this week.

That’s what I learned and struggled with last week.

Yesterday, I shared a post about technology and software company valuations (see here). It included my back-of-the-envelope process for valuing companies. Today, I had several conversations with friends who read that post and are similarly interested in some of the companies because their valuations are attractive. I hadn’t planned on that, but it was a nice, unexpected benefit of sharing my thinking publicly. My takeaway is that I should share more of my thinking and analysis publicly because doing so sparks interesting conversations with people who are thinking along the same lines.

Yesterday, I shared a post (see here) that includes my reading stats for 2025. After writing it, I realized that since I began my book-a-week reading habit in April 2024, I’ve read 100 books in roughly 100 weeks. For whatever reason, that hadn’t occurred to me before yesterday. It made me feel accomplished and motivated, and it feels like a material milestone that I want to keep extending. So now I’m more motivated than ever to read a book every week!