Agent AI: Connecting The Dots With New Newsletter
technology November 19, 2023
tl;dr: Earlier this week, I launched a new, A.I. focused newsletter on agent.ai. Why Another Newsletter? I've been digging into A.I. for a while now, and I just wanted a convenient…
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5 common mistakes by first-time startup founders and how to avoid them
guestpost September 22, 2022
The following is a guest post by Arjun Moorthy, founder of The Factual. Arjun and I have known each other for a long time, originally when he was a member of the HubSpot leadership…
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Sorry, Must Pass
personal April 30, 2022
The following is an iteration of a blog post I wrote 15+ years ago. Version 1 of that post markedly improved my life, so I decided to periodically update it. The most recent update…
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Why I Built FirstWord, The Unofficial Wordle Trainer
January 31, 2022
Last weekend, just for fun, I hacked together a simple web application called FirstWord. Not exactly sure how to describe it, but it's kind of a trainer to make you a better Wordle…
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An Alternative To Freemium That Worked For HubSpot [video]
August 3, 2021
In the early days of HubSpot, I somewhat accidentally ended up discovering a new approach to freemium that wasn't really freemium. Here's a short (1 minute 15 second) video clip on…
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Simple Frameworks For Success (Full Video + Transcript)
July 8, 2021
I was recently on The Hustle's "My First Million" podcast with Sam Parr and Shaan Puri. I'm a fan of the show, so it was a lot of fun to be on as a guest. One quick apology before we…
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Happy Birthday, HubSpot! 15 Lessons Over 15 Years
June 9, 2021
15 years ago today, on June 9, 2006, HubSpot was “officially” started. I say “officially”, because unofficially, I had been noodling on the idea of HubSpot for a couple of years with…
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Why I'm Investing $1 Million In BitClout
June 7, 2021
I’ve decided I’m going to invest $1 million in BitClout the blockchain-based, crypto-currency powered social network that is all the rage (at least within some circles). If you don’t…
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Culture Is A Product You Build For Your People
May 20, 2021
I’ve been thinking about, talking about and working on culture for at least a decade. (Not counting the 15 years I spent being mostly clueless about culture in my first startup). I've…
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Building Startup Sales Teams: Tips For Founders
sales May 18, 2021
First off, just to be clear, I’ve never been a sales person. I’ve never even played a sales person on TV. All the points below have been pulled from startup sales teams that I think…
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Startups: Tools Are Bought, Transformations Are Sold
sales April 8, 2021
One thing that I wish I had learned earlier in my entrepreneurial career is this: Tools are bought, transformations are sold. Here's a clip of a talk I gave at the SaaStr conference…
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