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I share what I learn each day about entrepreneurship—from a biography or my own experience. Always a 2-min read or less.
Posts from
February 2026
2026: Will It Be Good or Bad for Tech IPOs?
We’ve heard from lots of headlines and chatter that public software companies have seen their valuations dive. The stock market has seen more sellers than buyers for shares of these companies. Many narratives exist (a common one is that AI will disrupt these companies), but I’m not sure what the root cause of this multi-month sell-off is.
One thing I’m curious about is whether, and if so how, this tech sell-off will impact 2026 IPOs of tech companies. So far this year, we’ve seen 58 total IPOs (not just tech). This is about 31% above 2025, which had 44 by this time. So far, that’s strong.
With talk about SpaceX and other technology companies aiming for 2026 IPOs, I’m curious about whether the current turmoil will subside or persist, which likely will determine whether these IPOs will happen as planned or be shelved.
This is something I’ll be watching closely.
Weekend Project: My 2025 Reading Review
At the beginning of 2025, I shared a post that included the number of books I read in 2024 and what I learned while establishing my reading habit. It also links to a page where you can see every book I read in 2024. Writing that post led to my creating a book list page (see here) populated with all the books I’ve read over the last decade or so. Every week, I update that book list with my latest read.
I read consistently in 2025, but I haven’t created a dedicated page for each book I read, posted my reading stats, or shared what I learned during my second year of consistent reading. So that’s my project for this weekend. I’m going to knock those three things out and pin that new post as the first one on my blog.
Next week, everyone will be able to see a bunch of info about the books I read in 2025.
The Best Way to Learn Investing? Teach It
For several months, a close friend has been seeking to understand how to calculate a company's intrinsic value. I shared several books with him, but that didn’t do the trick. So, I told myself that the next time I was analyzing a company and calculating its intrinsic value, I’d loop him in.
Publicly traded software companies have been crashing for several weeks. They’ve reached levels where I suspected they might be priced below their intrinsic value. As I analyzed one company, I fired off a text message to my buddy asking if he wanted to go through it alongside me. Yes, he said.
An hour later, we’d walked through the financials of Snap Inc. (i.e., Snapchat) and he’d calculated an estimate of the company’s intrinsic value.
I learned a few things from the exercise. First, all the books in the world can’t replicate learning through doing. Working through a live example is the best way to learn, in my opinion. Second, it helps tremendously to have someone who understands the area help you learn something new. They can push you, explain nuances, and drastically accelerate learning (but they can’t do the work for you!). Last, the best way to learn something is to teach it to someone else. Explaining this process to my buddy forced me to identify gaps in my understanding and figure out simple ways to communicate complex things.
Overall, this was a fun exercise, and I’m glad I did it. I think this skill will help my buddy a ton, and I learned new ways to explain this topic simply.
Google Just Borrowed $32 Billion in 24 Hours
Yesterday, I shared that Alphabet (Google’s parent company) was planning to issue some 100-year bonds. According to a Bloomberg article (see here), they were planning to raise around $20 billion. But they ended up raising almost $32 billion in debt in less than 24 hours. It looks like they sold $20 billion in debt Monday. And then raised another almost $12 billion in pounds sterling and Swiss francs. I don’t know why they’d raise in those denominations, and I’m curious to learn more about bonds and why they chose this strategy in particular.
I’m eager to learn more about the world of bonds, and this seems like the perfect time.
Why a 100-Year Bond Hooked My Curiosity
In November, I read a book that’s stuck with me. Dangerous Dreamers was a historical recounting of the events that set the stage for the junk-bond and LBO explosion in the 1980s. I was intrigued by how an obscure book and an insight that fast-growing companies couldn’t borrow money in the bond markets at the time sparked Michael Milken’s idea to create (and control) the market for high-yield—junk—bonds.
Ever since then, I’ve been interested in learning more about bonds of publicly traded companies (and governments) and the public market for them. I’ve bought several books and started tracking down people who work in these markets to talk with. Lots to learn, but I think it’ll be a fun multiyear project. I suspect it will complement what I’ve learned from analyzing and investing in public stocks.
Today I read an article (see here) that made me want to begin this project sooner rather than later. It was reported that Alphabet (Google’s parent company) is thinking about issuing a 100-year bond. From what I can gather, a bond with a 100-year duration is very rare and hasn’t been issued by a technology company since 1997 or so.
Reading that article highlighted that I don’t know what I don’t know about the bond market, and it made me more curious and more eager to fill my knowledge gaps. Hopefully I’ll be able to carve out time soon to start reading my new bond books.
Weekly Update: Week 306
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: 101
- Total blog posts published: 672
This week’s metrics:
- Books read: 1
- Blog posts published: 7
What I completed in the week ending 2/8/26 (link to the previous week’s commitments):
- Reread A Man for All Markets, the autobiography of mathematician, card-counting pioneer, author, and hedge fund manager Ed Thorp
What I’ll do next week:
- Read a biography, autobiography, or framework book
Asks:
- No ask this week
Week three hundred six was another week of learning. Looking forward to next week!
What I Learned Last Week (2/8/26)
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:
- Same as the last few weeks: I had trouble getting started on synthesizing another book. I’ve scratched this for now. I need to come up with a better approach.
What I learned:
- This is more an acknowledgment of the obvious than something I learned. My approach to synthesizing a book I’d read and writing a blog post about it weekly didn’t work. Well, it worked only during a holiday (Thanksgiving). It doesn’t work during a normal week, and I need to figure out another way.
- Video software (e.g., Zoom) removes geographical barriers and drastically expands the potential size of book clubs. I attended a book club meeting with more than 250 attendees (I was amazed). It taught me a lot about the potential of virtual book clubs (see more here).
That’s what I learned and struggled with last week.
Entrepreneurs Start Without Maps. Non-Entrepreneurs Need One First
This week I caught up with a friend, an entrepreneur who sold his company and has advised founders for over a decade. He pointed out something that differentiates entrepreneurs from others. Entrepreneurs get excited by the potential of an idea and how big the end result could be. That’s enough to get them started. They’re totally focused on the end and the one next thing they can do to move forward. That’s it. That’s all they need to press go.
When they talk with non-entrepreneurs, they can become frustrated because many non-entrepreneurs focus on something different. Non-entrepreneurs can’t wrap their head around the end result because the path to it is unclear or has imperfections. They want to labor over details, achieve clarity, and resolve imperfections before they even think about starting down the path or think about how big the idea could be. The entrepreneurs feel like they’re being dragged into the details and asked questions they can’t answer and that don’t matter yet. They want to talk about the big, high-level opportunity, but they’re being beaten up over the small details of the plan. It’s annoying.
I agree with my friend. I’ve been in this situation many times. Someone asks me detailed questions about something I want to do, and I get frustrated because I don’t think the things they’re asking me matter yet. They’ll be figured out in due course.
A lot of the disconnect is in how entrepreneurs approach getting things done. They’re problem solvers by nature and often must do things they haven’t done before. The way they do that is by focusing on their next action, not all the actions or steps they’ll need to take. They know that with every step they take, they’ll learn something (good or bad) that will help them figure out what the next step should be. Then they’ll act again. This continual process of acting, learning, and acting is essentially an iterative approach to reaching the result they want without starting with a clear path or plan.
When entrepreneurs are asked to provide a detailed plan or path, they become frustrated because they know it isn’t necessary. Things aren’t likely to go as planned, even if there is a plan. Solutions to problems will reveal themselves along the way. The best way to reach a big goal is to get started on it and figure things out along the way.
Inflation Robs Equity Investors?
I’m still curious about the United States from 1968 to 1982. It was a crazy period that saw inflation peak of about 12%, the federal funds rate reaching almost 20%, and the stock market performing poorly. One thing I want to understand more deeply is the reasons underlying the stock market’s performance. Increasing interest rates push down company multiples and valuations, so that makes sense to me. But I think there’s more to know.
I was listening to a podcast when the guest mentioned that Warren Buffett wrote an article in Fortune magazine in May 1977 that explained how inflation robs equity investors. They spoke very highly of the article and explained part of it, which piqued my interest. So, I’m going to find that article and give it a read. Hopefully, I’ll grasp what Buffett was saying and can share my understanding.
My Areas of Interest, in Three Buckets
I’ve been thinking about new projects, ideas, and things to work on. I looked at what I’ve done in the past and sought themes or patterns. I think there are three high-level buckets that capture everything I’ve done (and want to do going forward):
- Building – Creating new things. It could be starting new companies or just doing fun personal projects. I like building things that interest me. Even if they’re not commercially viable (or successful), I enjoy the process because I learn a ton along the way. This category includes helping or supporting entrepreneurs who have a vision for what they want to build.
- Investing – Investing, for me so far, means investing in other companies—most enjoyably, early-stage start-ups and publicly traded companies. The process of digging into a company, its market, and the people running it is fun, and I always learn a lot from that analysis. Change is constant, so there’s always something to learn (you never master it), which I love too.
- Learning in public – Sharing online what I’ve learned (or what I’m trying to learn) has accelerated my learning, expanded my curiosity, and, hopefully, helped others along the way. Many times, I thought I understood something until I sat down to write a post or record an audio pod about it. The act of explaining something to other people exposes gaps in my understanding and crystallizes my thinking. Learning in public has also been a great way to stimulate my mind and exercise my brain.
Building companies, investing in companies, and learning about people who build or invest in companies. The common thread is entrepreneurship. That’s it. Those are my interests in a nutshell. If something falls into one of those buckets, I’ll likely be interested in it.
