THE NEW BUILDER

Ep. 5: You Can Get Half Your Day's Work Done While...Shaving? | Andrew Ackerman


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I sit down with Andrew Ackerman, exited founder, reformed VC, professor...and one of the most thoughtful AI users I know, for an unfiltered conversation about how he actually uses this stuff every day.

No theory. No "AI will change everything" hand-waving. Just how a non-coder runs his work, his classroom, and his AI-centric startup with Claude.

What we get into:

• The silly little problem that pulled him into Claude (he just wanted to know when podcast episodes dropped)

• How to think about Chat → Projects → Cowork → Code as one toolkit, not four

• Why he treats Claude like training a junior employee — and why that mental model unlocks everything

• Skills vs. projects vs. agents — what's actually different and when to reach for each

• "Gen AI Jujitsu" — how he turned ChatGPT into the assignment for his entrepreneurship students (and what the data is telling him)

• Building Zero RFI: how an AI-centric startup actually runs day to day

• Meeting-prep skills, company dossier automations, and the "no one cares about the bot on the call anymore" reality

• How his daughter is vibe-coding a walking-route app

Andrew's book "The Entrepreneurs Odyssey" → https://www.amazon.com/Entrepreneurs-Odyssey-Approach-Startup-Success/dp/1032883545/ref=tmm_pap_swatch_0

https://www.andrewbackerman.com

http://www.linkedin.com/in/andrewbackerman

https://x.com/andrewackerman

https://www.instagram.com/andrewbackerman/

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THE NEW BUILDERBy Brian Hecht