HeyJaredGROUNDWORK
GROUNDWORK is a compilation of Earnest Sweat’s insights, stories, and strategies on venture capital, leadership, and building a legacy through Stresswood.
- Indexed issues, last 90 days
- 10
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- Sep 27, 2026
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- Aug 20, 2026
Latest issues
Commit Early, Commit Often (opens the original)
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<img alt="" class="sizing-large" height="674.1758241758242" src="https://substackcdn.com/image/fetch/$s_!LuJ7!,w_2400,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbf13f38b-a6c7-46d6-b801-9f91cf99bd6c
Assigned But Not Read (opens the original)
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Alexa brought up 996. Nine to nine, six days a week. Roy asked her what it meant, she explained it, and he said that was light work as far as he was concerned. I jumped in and said we were doing that on Wall Street, that's nothing. Two guys with banking in their past, agreeing on instinct.Then Roy turned it himself. He said wealth gets measured in different ways. If you want to be wealthy in Elon Musk's image, that is typically what it takes. If you want to coach your daughter's soccer team, tha
The Souls of Seed Folk (opens the original)
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I was 19, a sophomore at Columbia, and The Souls of Black Folk was required reading in my Contemporary Civilization class. I read the first two pages and decided on the spot that this one book was going to earn me half my participation grade. It was the first time I had the nuanced language for my own identity and experience in so many aspects of my life. Du Bois opens with the question nobody asks him out loud: “How does it feel to be a problem?” A page later he na
The Essay Test (opens the original)
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I opened the recording by asking Santosh whether I was crazy for wanting to start a Series A fund. Half joke. He did not treat it as one.He came back with a field report. He has spent months catching up with partners at household name firms, the kind you would have called a Sand Hill Road Series A fund. One told him his partnership is taking far more interest in growth and late stage. Santosh pushed on Series A. They had not done one in months. He asked what they were doing instead. The answer w
Pull Up Your Calendar (opens the original)
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I asked Rachel Kloepfer what she actually asks fund managers. Not the scripted portfolio construction question. The one that gets her an answer she would not otherwise get.She started with what does not work. A manager says sourcing, then says events, then says a network from whatever large company they worked at. “That’s an obvious give,” she said. Then community building, which she flagged as a buzzword before I could. The
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