Newsletter

The Think Like an Owner newsletter is a compilation of my thoughts on investing in and operating small companies, published every other week. In the newsletter, I also share interesting and relevant resources I recently came across.


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Issue #37: What is your Operating Handbook?

My wife and I have been adjusting to life with a new corgi puppy this week and thus my writing time has been much more limited. But I wanted to ask one question of you. What resources, articles, books, podcasts, newsletters do you go to for great information and content on running a small business? I’m looking not only to make the podcast better, but conducting general research on what

Issue #36: Where to Start?

When folks ask what I want to be doing one day, I tell them I want to build a portfolio of small, private companies. But I’ve come to realize that statement doesn’t actually say anything.

Issue #35: Is Growth Natural?

Life is high maintenance and capital intensive. Just for our bodies to survive we need to eat, stay hydrated, sleep, bathe, brush teeth, and maintain our shelter which includes household cleaning, paying rent or a mortgage, buying groceries, taking out trash, and other odds and ends. I spent 4 hours on such activities during the day I wrote this article, excluding sleep, just maintaining my existence.  Maintenance is everywhere. Our

Issue #34: Searching in Catan

My title is slightly incorrect, searching is like playing a double-blind version of Catan with the resources and numbers both covered.

Issue #30: Think Like a Storyteller

Good CEOs drive narrative, they are storytellers. The value of being a good storyteller for a public company is obvious since a huge portion of a public company’s value comes from its perception by others. In small companies, is the same true? Are owner-CEOs storytellers and can good storytelling increase the intrinsic value of their business?

Issue #27: First Year Out of College

In May last year I graduated from University of Portland and last month passed without my realizing the significance. Since graduating, I’ve released 12 podcast episodes, written 27 Tailwinds editions, my 2019 Annual Letter, and gained a small following on Twitter.

Issue #26: My Changed Belief on Interviewing

One closing question I ask podcast guests is, “What’s a belief you used to hold strongly and have since changed your mind on?” I like this question because it shares some insight into how our views change with time and experience. Well, when it comes to the podcast, there’s a belief of my own that has shifted since starting the project.

Issue #25: Naming a Firm

Coming up with a name for your firm is really fun and I think it’s worth spending time thinking of one that fits well and you can be excited about. After all, you need a name you can be proud of for many years. Some feel that there are more important things to work on in the early days of creating your firm, but I think a name is vitally important to get right and worth the time spent.

Issue #24: Fund Idea

Last year I listened to Patrick O’Shaughnessy’s interview with Matt Clifford who runs Entrepreneur First, an investment firm that helps people leave their current jobs, find a co-founder, and start a company. I find the model fascinating and have wondered how this strategy could be applied to individuals acquiring companies rather than starting them?

Issue #22: Building Community

Cash Flow Cowboy, Tim Ludwig, Andrew Wilkinson, Ari Ozick, Michael Burry, Adam Keesling, Slate Star Codex, Oregon whales

Issue #21: Update

Brent Beshore, Polsky center, Andy Ellis, Chenmark Capital, Macro-Ops, Grant Thornton, Wendover Productions, Adam Keesling, Kelie Morgan

Issue #18: Reading

Tim Ludwig, Dan McMurtrie, Greenhaven Road, Good Things Don’t Scale, Mikel Berger, Capital Camp

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Letters

Each year I write an annual letter to readers and listeners to reflect on the evolution of the podcast and my personal growth.

2019 Annual Letter: Gaining Traction

Before getting to the podcast, 2019 was a tremendous year personally. I flew to DC for a FinTwit gathering hosted by Jamie Catherwood, graduated college with a new job, and got engaged.

2018 Annual Letter to Readers and Listeners

As a fun goal for myself, I’ve decided to start writing annual (and possibly quarterly) letters for the Think Like an Owner project to reflect on the growth of the podcast, discussion around the micro private equity market, and my personal learning.

Get In Contact

I’m always looking to connect with folks interested in this space, don’t hesitate to reach out.