HeyJaredSweathead, A Strategy Newsletter
A weekly newsletter for strategy lovers and hobbyists written by Sweathead's Mark Pollard. We touch on advertising, marketing, and brand, but we also delve into the mind and life of the strategist.
- Indexed issues, last 90 days
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- Sep 22, 2026
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- Aug 14, 2026
Latest issues
My AI Prompts Are Getting Stupider (opens the original)
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I’ve used ChatGPT almost every day since January 2023.At first, I was relieved that it sucked at writing and making creative briefs. I could feel secure in my insecurity for a while longer.Then, in 2025, I started sharing lyrics I was writing in Colombia with ChatGPT while sketching out songs in Suno, another AI tool. With Suno, I tried elaborate prompts and one-sentence prompts. After generating hundreds of songs, I couldn’t see much difference between the results of songs with complex prompts
I Got Robbed Again. I’ve Been Thinking About Risk. (opens the original)
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Writing from Nairobi, Kenya. Thursday, September 3, 2026.<img alt="" class="sizing-normal" height="971" src="https://substackcdn.com/image/fetch/$s_!HNaL!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.
I Accidentally Became a Kenyan Influencer (opens the original)
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Nairobi, Kenya.Friday, August 14, 2026.Last Saturday, a couple of hours before my 140th Nairobi sunrise, I was sitting on my Airbnb’s bathroom floor. Fluorescent light bathed me in regret. My head lay on my left fist. My left elbow wobbled on my knee. And some kind of liquid seeped through my eyes. I thought, “Where is this liquid coming from? Perhaps my soul is a borehole but my well is empty tonight.” I shoved my mouth up and over the toilet bowl to the right of my eyebrows and whatever was le
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