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Weekly Update: Week 269

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: 64
  • Total blog posts published: 413

This week’s metrics:

  • Books read: 1
  • Blog posts published: 7

What I completed this week (link to last week’s commitments):

What I’ll do next week:

  • Read a biography, autobiography, or framework book
  • Add five more books to the library on this site—see more here

Asks:

  • If you know any senior full-stack developers interested in working on the software for my current project, please introduce us!

Week two hundred sixty-nine was another week of learning. Looking forward to next week!

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Happy Memorial Day!

I hope everyone has a great Memorial Day with friends and family!

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What I Learned Last Week (5/25/25)

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 last week

What I learned:

  • A first-generation entrepreneur who has had some success but is trying to scale further: This is a profile of an entrepreneur with unique problems. More thoughts on this here.
  • X (formerly Twitter) bios matter. They help establish credibility. People are more likely to respond to cold DMs if your bio shows you’re credible.
  • Google Tag Manager (GTM) is up and running on the blog. GTM allows for much more granular tracking of actions and events on a website than Google Analytics. But before I can make any changes based on GTM data, I need to increase the traffic to this blog.

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

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Memorial Day Goal: Log 5 Books in My Library

I like to use my holidays to unwind, but I also enjoy challenging myself. When I do, sometimes I succeed, and sometimes I fail (I chronically overestimate what I can accomplish). Regardless of the outcome, it’s fun to have a challenge to work toward. I always learn something during the process.

I haven’t done a Memorial Day challenge before, but I want to experiment this year. I’m proud of the library section I added to this site. It includes all the books I read in 2024 and 2025. Now I want to expand it to include all books I’ve read over the last decade or so. I think it’d be cool to have all the books I’ve consumed and found helpful listed in one place. It’s a longer-term project and I haven’t gotten started on it yet. I want to change that.

My goal for this holiday weekend is to add five books to my digital library by Tuesday. These will be books I read before 2024.

That’s it. Super simple. Wish me luck.

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Am I Persistent or Stubborn?

Last year, I read a book by Felix Dennis. The title—How to Get Rich—isn’t my favorite, but it grabs people’s attention. The book is about succeeding as an entrepreneur, which leads to wealth—it’s not just about how to get rich. Dennis shares numerous lessons he learned the hard way as he built several companies, including Maxim magazine.

The book is a good read and contains lots of useful lessons for entrepreneurs. To see my takeaways, read my blog post series here.

One takeaway that stuck with me is about persistence and stubbornness. I regularly ask myself if I’m being persistent or stubborn when things aren’t going as I’d hoped. Here’s how Dennis describes the difference between the two:

Persistence is having the conviction that you’re right about something and that your point will be confirmed in the future (hopefully shortly). You simply keep going until you’re proven right. This is what entrepreneurs are known for. Simple enough, right? Well, how does persistence differ from stubbornness? Stubbornness is a form of persistence. You persist at something because you think you’ll be proven right. Stubbornness comes in when data or other evidence points to your likely not being right. Said differently, stubbornness is persisting even though signs are pointing to your being wrong.

Persistent people keep going, but they pay attention to red flags. If they’ve made a mistake, they change their plans. They persist, but in a different way—one that’s more likely to be successful. Stubborn people keep going and never course correct when they should.  

I think of persistent people as rational, clear thinkers. They’re grounded in reality and have the mental flexibility to acknowledge when they’ve made a mistake or bad decision. They acknowledge their error, regroup, and refocus their energies on the right activities so they can still achieve their goal.

I was stubborn once. I ignored signs that I was going hard in the wrong direction, and I regretted it. I vowed to do my best to avoid those kinds of mistakes going forward. Since reading Dennis’s book, I regularly ask myself if I’m being persistent or stubborn. I look for signs or data points that signal that I might be right. If I can’t come up with any, I know I’m likely being stubborn and need to course correct and put my energy into different actions that still align with my goal.

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Why I Quit a Book

Recently, I started reading a book on financial history. I’m curious about the topic and think it could help me better understand the current financial landscape. I was excited when I received the book and began reading it, but I quickly realized I wasn’t feeling it. I was somewhat academic and a chore to read. The writing style wasn’t a good fit for me. I struggled to read thirty or so pages before I pulled the plug.

I’ve put pre-read steps in place to reduce the likelihood that I’ll start reading a book I won’t like, so this hasn’t occurred in many months. Because it isn’t happening as often, I second-guessed myself for a moment before I realized that I wasn’t the problem. The book was.

I read to gain wisdom from others and an understanding of topics that interest me. If a book isn’t helping me achieve those goals, I need to move on and find another book that will. There’s no shame in that. I’ve got an objective, and I’m on a mission. The world is full of books. If one isn’t working, there are plenty more to take its place.

I enjoy reading books from start to finish, one book at a time. But I’m not going to waste time. I finish books only if they align with what I’m trying to accomplish and aren’t a struggle to digest or comprehend.

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The Secret Weapon of 2nd Generation Entrepreneurs?

Last year, I wrote a post (see here) in which I defined wisdom:

Wisdom is the ability to apply knowledge in a manner that aligns with the outcome you desire. Wisdom means changed behavior and improved decision-making—knowing what to do and when to do it. Wisdom is acquired from experience (yours or someone else’s).

Wisdom is the entrepreneur’s friend because it allows them to hit their goals (e.g., grow their company) faster. Acquiring wisdom from the experiences of other credible entrepreneurs is best because doing so saves a significant amount of time.

How entrepreneurs acquire wisdom from others is something I’ve given a lot of thought to—after all, I’m reading biographies to do just that. Entrepreneurs pay lots of money to be in communities with people going through similar experiences so they can learn from them (EO, YPO, Vistage, Hampton, etc.).

I’ve been thinking about the difference between first-generation and second- or multi-generation entrepreneurs and how the acquisition of wisdom impacts their respective velocities, which is more important than their speed (learn why here).

I’m going to learn more about this, but I hypothesize that second-generation entrepreneurs have a material advantage starting out because they’ve acquired significant wisdom through osmosis from being around and talking to family members who are entrepreneurs. They learn from an early age what works and doesn’t work, and why, from experiences of family. So, when they start their own companies, they have a better idea of what to do and when to do it. Does that mean a second-generation entrepreneur is more likely to be successful? I don’t know. Does it mean a first-generation entrepreneur competing against a second-generation entrepreneur needs greater learning velocity? Likely so.

I’m curious about this and excited to learn more. I’m going to talk to a few entrepreneur friends who grew up in entrepreneurial families to get a feel for whether my thesis is directionally accurate.

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This Week's Book: Ted Turner, Unfiltered and Unstoppable

I’ve committed to learning as much as I can about entrepreneurship, and the best way I’ve found to do it is by studying entrepreneurs. Reading about their journeys is my preferred method. I read a book every week, usually a biography, and then share it in my Library on this site. Every Sunday, I post the latest book I read.

Last summer, I read Call Me Ted, an autobiography by Ted Turner. The book is a great recap of Turner’s entire career through 2008 or so. But when I read it, I could tell Ted was speaking from the perspective of a wiser man who had calmed down a lot. I enjoyed that perspective, but I wanted to hear from Ted in his prime, when he was full of energy and said outlandish things publicly on a daily basis.

I did some digging and found another book. Last week, I read a biography of Turner, Lead, Follow or Get Out of the Way by Christian Williams. Williams was attached to Turner’s hip throughout 1979 and 1980. He saw and heard a lot. He was even aboard Turner’s yachts for some of his famous and tragic races.

The thing I like most about this book is that it’s filled with quotations of things Ted said. He was brash and direct, to put it mildly. His words offer a unique insight about his thinking and mind during, arguably, his prime. A period when he was undertaking some of his most ambitious projects (e.g., launching CNN), fighting some of his fiercest battles with competitors and regulators, and racing yachts all over the world (and winning, too).

If you’re interested in learning about the early years of Ted’s journey, how he was thinking at the time, and the details of what he was doing, consider reading this biography.

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Weekly Update: Week 268

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: 63
  • Total blog posts published: 406

This week’s metrics:

  • Books read: 1
  • Blog posts published: 7

What I completed this week (link to last week’s commitments):

  • Read Lead, Follow or Get Out of the Way, a biography about Ted Turner, the cable and media entrepreneur who created CNN, TBS, and several other cable channels, covering his early journey through 1980
  • Tagged specific actions on my blog (with the help of my buddy) to start collecting data via Google Tag Manager
  • Created the brand journey for this project (learn more about this framework here)

What I’ll do next week:

  • Read a biography, autobiography, or framework book

Asks:

  • If you know any senior full-stack developers interested in working on the software for my current project, please introduce us!

Week two hundred sixty-eight was another week of learning. Looking forward to next week!

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What I Learned Last Week (5/18/25)

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 last week

What I learned:

  • Instead of starting a newsletter from scratch for this project, I could acquire one at a reasonable price at places like Duuce, a marketplace to buy or sell newsletters.
  • Gary Hoover is a serial entrepreneur and walking encyclopedia of business history. He has studied 35,000 business books and had a collection of over 70,000 books before a tragic fire. He sold BOOKSTOP to Barnes and Nobles. He took small business information publisher Hoover’s, Inc. public via IPO in 1999 and sold it to Dun & Bradstreet for $117 million. He’s the founder and executive director of American Business History, an interesting resource. I learned a lot from this interview he gave.
  • The brand-journey framework exercise was very helpful. I like starting with a goal and working backward, so it was right up my alley. It made the concept of building a brand make logical sense to me and provided me with something that will make decision-making and saying no to things that don’t align easy. For a more detailed explanation of the framework, see here.
  • Google Tag Manager (GTM) allows for much more granular tracking of actions and events on a website than Google Analytics. It’s more involved to set up, and I needed someone with experience in both tools to help me set up GTM. But the granularity of the data should be well worth the effort.

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