The Chief of Staff Podcast

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Everyone’s talking about AI, but Operators are the ones actually deploying it. AI for Operators is for the people who get things done inside of fast-growing, complex organizations - generalists and jacks-of-all-trades who care more about making the company more valuable than where "AI" appears on their job description - and for the people who want to learn from them.

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Feb 18, 2026

2/12: AI for Operators

It's Time to Face Reality, 4 new jobs, 10 links
Tom Guthrie
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Feb 11, 2026

033 AI for Operators

You Should Try Claude Code (Today), 3 new AI Strategy roles, 10 links
Tom Guthrie
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Feb 4, 2026

032 AI for Operators

Diane Sadowski-Joseph on the AI Despair Spiral, New AI Operator Jobs, 12 links
Tom Guthrie
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Jan 28, 2026

031 AI for Operators

Marie Widmer on AI Legal + GTM, New AI Operator Jobs, 8 links
Tom Guthrie
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Jan 21, 2026

030 AI for Operators

AI for Conglomerates, New AI Operator Jobs, 7 links
Tom Guthrie
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Jan 7, 2026

028 AI for Operators

Tamar Nisbett of Character.ai, New AI Operator Jobs, 8 Links
Tom Guthrie
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Dec 10, 2025

027 AI for Operators

Matthew Scott of Descript, New AI Operator Jobs, AI in the People Org?, 9 Links
Tom Guthrie
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Dec 3, 2025

026 AI for Operators

Abhishek Vora of Asana, AI Lead jobs, 7 links
Tom Guthrie
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Nov 26, 2025

025 AI for Operators

Justin St-Louis Wood of Novisto, Giving Thanks, 11 links
Tom Guthrie
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Nov 19, 2025

024 AI for Operators

Jill Czarnik of Wordly, You're Not Making Enough Money, 10 links
Tom Guthrie
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Nov 12, 2025

023 AI for Operators

Julian Hodari of Fluency Labs, the next hot jobs, and 10 links
Tom Guthrie
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Nov 5, 2025

022 AI for Operators

Bryce Murray of Permanent Equity, AI Backlash and what to do about it, 9 links
Tom Guthrie
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Oct 29, 2025

021 AI for Operators

Bryce Murray of Permanent Equity, AI Backlash and what to do about it, 9 links
Tom Guthrie
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Oct 22, 2025

020 AI for Operators

Trey Pezzetti of the PGA Tour, Tactics for Post-AI Orgs, 7 links
Tom Guthrie
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Oct 15, 2025

019 AI for Operators

Harry Siggins, Founder at OneTwo Growth Studios, AI Cost Savings Database, 13 links
Tom Guthrie
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Oct 8, 2025

018 AI for Operators

Diane Sadowski-Joseph, Co-Founder at ApplyAI, new essay, 8 links
Tom Guthrie
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Oct 1, 2025

017 AI for Operators

Mikayla LaRosa, Sr. AI Programs Lead at Airtable, Operators and the Post-AI Org Chat, 10 links
Tom Guthrie
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Sep 24, 2025

016 AI for Operators

Eren Celebi, AI Lead at WPP; Review of Happenstance.ai, 7 links
Tom Guthrie
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Sep 17, 2025

015 AI for Operators

Scott Amenta, Co-Founder & Head of Product at Sylva; Review of Gamma 3.0, 8 links
Tom Guthrie
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Sep 10, 2025

014 AI For Operators

Jaron Sander, Founder + Growth Engineer at Inform Growth; Review of Bardeen.ai, 10 links
Tom Guthrie
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Aug 27, 2025

013 AI For Operators

Sawyer MIddeleer - Chief of Staff at Aomni, 8 links
Tom Guthrie
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Aug 20, 2025

012 AI For Operators

Tom Guthrie - CEO at Sylva, review of Perplexity Comet, 10 links
Tom Guthrie
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Aug 13, 2025

011 AI For Operators

Osheen Mahajan - Chief of Staff at General Agents, review of Julius AI, 13 links
Tom Guthrie
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Aug 12, 2025
June 5, 2025

001 AI for Operators

Head of Biz Ops at Shakepay, review of elvex, 7 links
Tom Guthrie
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Aug 12, 2025
June 12, 2025

002 AI for Operators

Director of BizOps at Vumedi, review of AI deck generator, 9 links
Tom Guthrie
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Aug 12, 2025
July 2, 2025

005 AI for Operators

Insights Lead at Sylva talks data analytics + AI, review of Scribe, 8 links
Tom Guthrie
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Aug 12, 2025
June 18, 2025

003 AI for Operators

Head of Biz Ops at AOA Dx, review of Lex, 7 links
Tom Guthrie
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Aug 12, 2025
June 25, 2025

004 AI for Operators

Chief of Staff at LaunchDarkly, review of Glean, 6 links
Tom Guthrie
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Aug 12, 2025
July 16, 2025

007 AI for Operators

CoS at Order.co on AI presentatoins, review of Granola, 9 links
Tom Guthrie
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Aug 12, 2025
July 30, 2025

009 AI for Operators

Scott Knowles - founder of Mello, review of Basedash, 9 links
Tom Guthrie
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Aug 12, 2025
July 9, 2025

006 AI for Operators

CoS at honeycomb on OKRs, review of ChatPRD, 8 links
Tom Guthrie
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Aug 12, 2025
July 23, 2025

008 AI for Operators

Anonymous AI Product Lead at a public company, review of ChatGPT Agent, 9 links
Tom Guthrie
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Aug 6, 2025
August 6, 2025

010 AI For Operators

Learnings from our first 10 editions, Ana Silva - Chief of Staff at Section review of Dust, 11 links
Tom Guthrie
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