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Listen "Struggle Huddle #2: Rob Lennon"
Episode Synopsis
This week on Struggle Huddle, I talked to the Rob Lennon — founder of Lennon Labs, master of AI prompts, and the guy who accidentally made $10k in a day off a landing page he published on Christmas Eve. (Casual.)
We got into:
the magic of giving AI examples (not just vibes)
why your vague little prompts aren't working
how to actually train your robot assistant (like, for real)
and the philosophy of feelings, personhood, and whether a Star Trek reference makes AI better at math (spoiler: it does???)
We also talked about audience building, content systems, high-ticket offers, and the feeling of oh no people are paying me real money.
This was one of my favorite conversations yet. Rob’s thoughtful, curious, and so damn good at explaining the weird mystery box that is ChatGPT.
We got into:
the magic of giving AI examples (not just vibes)
why your vague little prompts aren't working
how to actually train your robot assistant (like, for real)
and the philosophy of feelings, personhood, and whether a Star Trek reference makes AI better at math (spoiler: it does???)
We also talked about audience building, content systems, high-ticket offers, and the feeling of oh no people are paying me real money.
This was one of my favorite conversations yet. Rob’s thoughtful, curious, and so damn good at explaining the weird mystery box that is ChatGPT.
More episodes of the podcast The Struggle Huddle
Struggle Huddle #6: Collin Mayjack
23/10/2025
Struggle Huddle #5: Jess Cook
18/09/2025
Struggle Huddle #4: AJ Kissh
04/09/2025
Struggle Huddle #3: Hannah Shamji
14/08/2025
Struggle Huddle #1: Max DB
16/07/2025
In God we trust