Not Boring by Packy McCormick

Not Boring offers an engaging way to stay informed about the latest in business and the reasoning behind various corporate choices. If you could imagine a blend of Ben Thompson's insights and Bill Simmons' storytelling, it would perfectly capture the essence of Not Boring.

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Wander: Deeper Dive

1 week ago | notboring.co | Packy McCormick

Welcome to the 1,000 newly Not Boring people who have joined us since our last essay! Join 244,199 smart, curious folks by subscribing here: Hi friends 👋, Happy Wednesday! Sending this one a little later than usual because we’re timing it with an announcement about a portfolio company and previous Deep Dive subject: Wander raised $50+ million in a Series B led QED and Fifth Wall The fun part is, Wander did it by throwing out a lot of what we discussed in the first Wander Deep Dive — which, at...
Everything is Technology

3 weeks ago | notboring.co | Packy McCormick

Welcome to the 583 newly Not Boring people who have joined us since our last essay! Join 243,199 smart, curious folks by subscribing here: Today’s Not Boring is brought to you by… RampToday’s essay is all about the idea that technology companies will displace incumbents with products that are so much better than what existed before that the shift is inevitable. It’s hard to think of a better example than Ramp. Ramp is more than a corporate card (although it makes a great one).
Chaos is a Ladder

1 month ago | notboring.co | Packy McCormick

Welcome to the 784 newly Not Boring people who have joined us since our last essay! Join 242,616 smart, curious folks by subscribing here:Hi friends ūüĎč ,Happy Tuesday! There‚Äôs that famous Warren Buffet quote, ‚ÄúBe greedy when others are fearful, and fearful when others are greedy.‚ÄĚ I‚Äôm working on being fearful when others are greedy, but I thrive on being greedy when others are fearful. The economy is chaotic right now. Tariffs, trade wars, and uncertainty rule the day.
Base Power Company: Chapter 2

1 month ago | notboring.co | Packy McCormick

Welcome to Not Boring! Join 241,832 smart, curious folks by subscribing here:Roxis on a mission to empower every business owner to secure and grow their revenue. The best sellers at the best companies, like OpenAI, Ramp, and MongoDB, trust Rox to power their revenue. By combining warehouse-native architecture with swarms of AI agents that keep you up to speed on your top customers, Rox helps top sellers do much more in less time.
Hyperlegible 005: Parakeet

2 months ago | notboring.co | Packy McCormick

Hi friends ðŸ‘‹, Happy Tuesday! I have been excited to send this episode to you since the pseudonymous writer, Parakeet, responded to the message I sent her immediately after reading her weird and wonderful essay, Skittle Factory Dementia Monkey Titty Monetization. I first heard about Parakeet a couple weeks ago when I saw half of my Twitter feed and half of my Substack Notes feed sharing her essay, including a bunch of people I wouldn't expect to share an essay with "Monkey Titty" in the title.
Us Against Spacetime

2 months ago | notboring.co | Packy McCormick

Goodbye to the 133 newly Not Boring people who have left us since our last essay! (Sending a lot of emails in a week is not good for subs!) If you haven’t subscribed, join 241,915 smart, curious folks by subscribing here:Today’s Not Boring is brought to you by… RampRamp is one of my favorite companies in the world. It’s the only company I’ve written about four times, and now, the only company I’ve done a commercial with. Watch to hear why.
Hyperlegibility

2 months ago | notboring.co | Packy McCormick

Welcome to the 1,016 newly Not Boring people who have joined us since our last essay! If you haven’t subscribed, join 242,048 smart, curious folks by subscribing here:Today’s Weekly Dose is brought to you by… VantaAs a startup founder, finding product-market fit is your top priority. But landing bigger customers requires SOC 2 or ISO 27001 compliance—a time-consuming process that pulls you away from building and shipping. That’s where Vanta comes in.
Primer: From Software to Schools

Mar 5, 2025 | notboring.co | Packy McCormick

Welcome to the 665 newly Not Boring people who have joined us since last week! If you haven’t subscribed, join 241,032 smart, curious folks by subscribing here: Today’s Not Boring is brought to you by… RampRamp reached a new valuation this week: $13 billion. The Financial Times reported that Ramp is now processing $55 billion in payments on an annualized basis, up from $10 billion two years ago. It is a company that is here to stay.
Who is Larry Ellison?

Feb 20, 2025 | notboring.co | Packy McCormick

Welcome to the 307 newly Not Boring people who have joined us since last week! If you haven’t subscribed, join 240,367 smart, curious folks by subscribing here:Today’s Not Boring is brought to you by… RoxRoxis on a mission to empower every business owner to secure and grow their revenue. What does that mean?
Long Questions/Short Answers

Feb 12, 2025 | notboring.co | Packy McCormick

Welcome to the 811 newly Not Boring people who have joined us since our last essay! If you haven’t subscribed, join 240,060 smart, curious folks by subscribing here:Today’s Weekly Dose is brought to you by… VantaAs a startup founder, finding product-market fit is your top priority. But landing bigger customers requires SOC 2 or ISO 27001 compliance—a time-consuming process that pulls you away from building and shipping. That’s where Vanta comes in.