Stumbling About
Terrence CummingsExploring the personality in business and investing
| Platform |  | Pricing | Only free issues | Publishes | Monthly |
|---|---|---|---|---|---|
| Issues | 30 | Founded | 5 years ago | Last Issue | 4 months ago |
| Active | |||||
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stumblingabout.substack.comLatest Issues
When Doing Everything Right Starts to Feel Wrong
Some of the most successful leaders I know don’t get stuck when things go wrong. They get stuck when things finally go right.
The team is solid.
Business feels stable.
They’ve earned the role.
And their calendar is now filled wit...
Booked and Bothered (in a Good Way): A 2025 Review
Loved the books I consumed last year. Some high-quality pieces and a very eclectic mix! I went through 111 in total1, and continued to increase my fiction intake. It’s added very nicely to the collection. All in all, a reading year to be pr...
The Expectation Trap: Why Understanding Perception Matters More Than Ever
There's a quote (nay, equation) that's been rattling around in my brain for years: happiness equals reality minus expectations.
It's one of those deceptively simple equations that feels obvious until you actually live it. And right now, it...
The Tariff Tantrum: When Bad Math Tries to Run the Global Economy
Hey folks,
I usually write here about markets, investing, or ideas I’m chewing on, but this week’s events around new U.S. tariffs were so baffling—and frankly dangerous—I needed to break them down.
If you want the full, funny, slightly un...
Peering Over the Edge [Q4 2024 Portfolio Update]
The content of this post, or any post on Stumbling About, is for informational purposes only and does not represent investment advice. You should do your own research before using any of the information that we share, and especially before...
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The writers behind this newsletter.
Investor + business + startup guy.
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