I was chatting with a kid interested in entrepreneurship recently. He wants to start some sort of business and asked me where to begin. That’s a broad question, so I shared my story.

When I was a teenager, I was obsessed with fixing up cars and spent tons of time learning about it. What are the best parts? Who makes them? How do you buy them? How are they installed? I was more knowledgeable than most people. My friends ended up paying me to help them fix up their cars. And that morphed into a large business years later.

I ended by advising him to find a problem he’s obsessed with and keep feeding his obsession. Eventually, the obsession will lead to figuring out how to solve the problem. Others will think his obsession is odd at first. But once he masters the problem and solves it, they’ll think he’s a genius. They may even end up being his customers.

I recently watched COIN: A Founder’s Story. It’s a documentary about Coinbase CEO Brian Armstrong and his journey from software developer to CEO of a publicly traded company worth tens of billions of dollars.

Coinbase wasn’t a smooth ride. Its trajectory was far from up and to the right. The journey was full of twists, turns, and obstacles (many of which persist today). The documentary covers all of this. Some of it was new to me: specifically, how Coinbase found product–market fit, the tension between Armstrong and his cofounder Fred Ehrsam, and how Armstrong evolved as a leader as the company grew.

Anyone interested in hearing about the early days of Coinbase and Armstrong’s journey as a founder should check out the documentary here.

I’m friends with an entrepreneur running an automotive service business focused on consumers. He’s been at it several years and is thinking about possibly selling the business one day. He would need to grow revenue and increase margins to make it attractive for acquisition. He has various ideas about how to do this, but his current model creates obstacles:

• Consumers need his service only once every five to ten years, so he must acquire new customers every month.
• Consumers view his service as an expense (i.e., its cost exceeds its perceived value) and negotiate hard, which negatively impacts margins.
• Managing relationships with consumers is a constant pain point for his staff and requires that he run at elevated staff levels, reducing margins.
• Each consumer has a different car, which adds operational complexity to servicing vehicles and reduces throughput.

He recently shared an idea he’s experimenting with. The automotive service he offers is something fleet owners can use too. Instead of continuing to focus on consumers (B2C), he may switch to targeting businesses (B2B). Here’s what he learned from some customer discovery:

• Small fleet owners are growing in his area.
• Each vehicle in a fleet needs to be serviced annually, so he could expect monthly repeat business.
• Down vehicles reduce revenue, so fleet owners view his service as helping them generate revenue (i.e., its perceived value exceeds its cost), which positively impacts margins.
• Working with repeat fleet owners simplifies relationship management, reducing the burden on his team and making it possible to operate with a smaller team, thereby increasing margins.
• Fleet owners buy the same vehicles, which simplifies operations and increases throughput.

Through trial and error, this entrepreneur has learned a valuable lesson: why some businesses are better suited to focusing on other businesses (not consumers) as their core customers.

It’s early, but I suspect this entrepreneur will pivot his business from B2C to B2B and finally reach the scale and profitability that’s eluded him thus far.

This is my one-hundred-seventy-seventh weekly reflection. Here are my takeaways from this week:

• Pricing – Determining the pricing model for the first version of your product is hard. I recently spent time with an early-stage founder on this. Pricing should give customers an incentive to use the solution more, not look for an alternative. It should also capture as much of the value you create for customers as possible. Finding the right approach requires balancing these two factors, as well as others, and is easier said than done.
• Better decisions – Making decisions that align with the long-term future you aspire to is difficult for some people. I underestimated just how difficult it is for some people. Suzy Welch’s 10-10-10 method is simple and has resonated with a few people I shared it with.  
• Independence – I’m not a fan of dependence. Needing to be in the driver’s seat of my own life led me to entrepreneurship, and it continues to be important to me. This week reinforced this feeling.  

Week one hundred seventy-seven was another week of learning. Looking forward to next week!

I’ve been learning about successful entrepreneurs who happen to be investors—I call them “investor entrepreneurs.” They invest as their full-time profession, but not by working for someone else. I’ve been reading as much as I can about these people, including biographies about them.

 A biography, of course, is written by someone who spends a lot of time learning about their subject—in this case, an investor entrepreneur. They talk to family members and coworkers. They read files. They interview the investor entrepreneur. All to get a better understanding of the life of the person they’re writing about.

Sometimes the author can’t fit everything they learned in the book, or the investor entrepreneur won’t agree to certain information being published. Sometimes these missing pieces of information can clarify what made the person exceptionally successful.

Biography authors sometimes talk about what didn’t make it to print. Whenever I read a well-researched biography, I search for recordings of interviews and speeches the author gave about the book. This simple hack has led to stories and facts that helped me better understand some of the greatest investor entrepreneurs.

I recently came across the 10-10-10 process of Suzy Welch. It’s a framework to help consistently improve decision-making by identifying regret before a decision is made. It works like this:

• Crystalize the decision you’re making.
• Understand the options available to you.
• Identify the consequences of each option in the immediate future (10 minutes).
• Identify the consequences of each option in the medium future (10 months).
• Identify the consequences of each option in the long-term future (10 years).

Thinking about the consequences forces mental time travel. You’ll understand how “future you” will feel about the consequences of each option you’re considering. If you’re likely to regret a decision (i.e., an outcome doesn’t align with your vision of your future), you can factor that into your decision-making process and pick the decision (and likely outcome) that best aligns with the future you want to create.

An easy example of applying this is working out:

• Decision: Should I work out now?
• Options: Work out or don’t work out.
• 10-minute impact of not working out: relaxed, comfortable, do something enjoyable, etc.
• 10-month impact of not working out: feel bad, look bad, lack self-confidence, etc.
• 10-year impact of not working out: increased risk of long-term health issues, etc.

Using this framework, it makes sense to push through the immediate discomfort and exercise to reduce your risk of health issues in the future and enjoy the other medium- and long-term benefits of working out. I know that’s easier said than done, but you get the idea.

I like Suzy’s approach. It’s a simple tool that most people can use to make consistent, rational decisions.

For more on her 10-10-10 method, watch this video.

This past weekend I had the opportunity to attend two unrelated social gatherings on the same day. They were hosted by great families who happened to be at opposite ends of the economic spectrum. The hosts’ cultural backgrounds were different from each other’s and from mine, and they lived in different parts of Atlanta.

Everyone I encountered at both events was great, and I’m appreciative of the invites. I learned things about a culture I’m not familiar with, tasted new foods (which were amazing), and met interesting people from cultures different than my own.

The weekend reconfirmed something I’ve known for some time. I get a lot out of my time around good people with experiences and backgrounds different from mine. I really enjoy it. It helps me understand other people’s perspectives, which doesn’t come naturally to me. It’s also a fun and interesting way for me to learn about new cultures, experience unfamiliar traditions, and acquire wisdom not available in my usual circles.

Living in a bubble isn’t for me. I enjoy meeting a variety of people and having new experiences.

I’ve been posting daily for about three-and-a-half years. At the end of each day, I stop to reflect and write a post.

Recently it was suggested that I consider writing a few posts ahead of time. It’s akin to completing posts and banking them. I wasn’t a huge fan of the idea initially. It’s challenging enough to come up with one post every day. Writing multiple posts in a single day sounded like a herculean task.

I thought about it and reached the following conclusions: If I tried to stack posts and failed, I could keep doing what I’d been doing, writing my post at the end of each day. If I succeeded, I wasn’t sure what the benefits would be, but I suspected they would outweigh the effort. In the end, I decided there was zero downside to trying and it would be fun to challenge myself. So, I gave it shot.

I’m happy to report that I’ve been able to write and bank multiple posts in a day. I don’t do this every day, but I’ve done it a few days now. As with anything, the first time I had to write multiple posts in a day it was hard. But it got easier.

It’s early, but I’ve noticed three benefits so far. First, I feel less pressure to write because I have one or two completed posts to fall back on, just in case. I still write at least one every day, but I feel less pressure to do so. Second, I’ve started to write posts as insights come to me instead of at the end of the day. I’ve written more posts in the morning or early afternoon, which was rare before. The third benefit is harder to explain, but I’ll try. Being under less pressure to write a daily post has allowed my mind to wander a bit more, which has led to some interesting insights that I don’t think I would have had otherwise.

I’m glad this challenge was suggested to me, and I’m hoping I can keep writing multiple daily posts when insights warrant.

I read a quote recently that stuck with me:

Success is getting what you want. Happiness is wanting what you get.

                                               ~ Dale Carnegie

Simple, but thought provoking.

Are you successful, happy, both, or neither?

This week, Atlanta-based LeaseQuery announced that it has acquired Stackshine. LeaseQuery is a software company that was started to help accounting teams accurately record lease obligations in their financial statements. It has since created additional solutions that simplify accounting. Stackshine is spend management software. It helps organizations detect and manage software subscription spend and usage organization-wide.

George Azih has built an amazing company with LeaseQuery. He’s one of the smartest entrepreneurs I know. He has an incredible founder story that includes bootstrapping the company to around eight figures in revenue before raising outside capital.

Congrats to George, the LeaseQuery team, and the Stackshine team! I can’t wait to see what’s next for LeaseQuery!