HeyJaredPeople Stuff
Building companies is mostly a people problem, as I've learned the hard way. I write about the relationships, emotional drivers, and leadership challenges that determine whether startups win, and how those things are being rewritten in the age of AI.
- Indexed issues, last 90 days
- 13
- Latest publication
- Sep 29, 2026
- Audience
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- Earliest in this view
- Jul 7, 2026
Latest issues
Nobody Chose This (opens the original)
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“I’ve sat with media executives who brag about the fact that they create content for as little as possible, and then write headlines that create the largest cortisol response so you’ll click on them.”That’s Cloudflare CEO Matthew Prince, from the stage at Primary Ventures’ NYC Summit last week. We were down on Chelsea Piers for what’s become an annual tentpole event in the East Coast venture ecosystem.The show was dominated by reactions and counter-reactions to the AI Killer Robot narrative runn
The First Side That Talks Loses (opens the original)
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We were in a limo, speeding across town from Lois/GGK’s offices at Fifth and Fifty-Second to ABC Sports headquarters on the West Side. I was up front in my best suit, nauseous. Seated behind me were my boss, Andy Brief; our Creative Director, Ralph Tuzzo; and legendary adman George Lois, often cited as the inspiration for Don Draper, and the marketing genius behind Aunt Jemima, Lean Cuisine, Tommy Hilfiger, Jiffy Lube, and I Want My MTV.We’d been summoned by Dennis Swanson, who had created the O
The Depression Stack (opens the original)
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“There’s a social stack for young people today. It looks like Zoom, DoorDash, weed delivery, and Netflix. That’s the worst possible depression stack you could have.”That was Eric Paley onstage. Eric is the Massachusetts Secretary of Economic Development, a former founder and VC, and a longtime friend. He was explaining why he wants happy hour back in Massachusetts, and it’s not for the drinks. Because when a city has one, he argued, “people start to plan their life around it. It’s a culture.”I w
How To Fix Your Fundraising Story (opens the original)
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<img alt="" class="sizing-normal" height="621" src="https://substackcdn.com/image/fetch/$s_!zu-b!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fdbd4b280-071d-458d-a7c3-4171521b16ed_1921x819.png"
It’s Never Been Cheaper to Start. It’s Never Been Harder to Matter. (opens the original)
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Four people. Two million in revenue. Growing.Can’t raise a Series A.The pitch is fine. The market is wide open. 2026 is on pace to be the biggest year in the history of venture capital. They can’t raise because the machine that used to turn a company like that into a bigger company has stopped running.The story you’ve heard is that startups are dying, starved of capital by moonshots and AI infrastructure megaprojects. That story is lazy and wrong. Starting a company has never been cheaper or fas
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