A podcast dedicated to company operations!
Between Two COO's

Between Two COO's

Between Two COO's is hosted by veteran COO, Michael Koenig, and brings incredible Chief Operating Officers together to share their insights, advice, and crazy stories. Learn from current and former COO's from companies like LVMH, Vodafone, Symantec, Automattic, Grafana Labs, Chopra Global, and more.

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Recent

Brad Feld On The Emotional Operating System of Great Leaders and Giving First
Jan. 20, 2026

Brad Feld On The Emotional Operating System of Great Leaders and Giving First

Brad Feld, co-founder of Techstars and Foundry Group, joins Michael to unpack the philosophy behind his book Give First—but this isn’t a standard VC retrospective. It’s a raw, thoughtful conversation about the operational and emotional systems behind generosity, mentorship, identity, and meaning. B…
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AI, Fraud, and the Next Era of Commerce with Peter Dougherty, President of Spreedly
Dec. 10, 2025

AI, Fraud, and the Next Era of Commerce with Peter Dougherty, President of Spreedly

Peter Dougherty, President of Spreedly, breaks down how payments are changing, why “open payments” is the new orchestration, and how AI and agentic systems will reshape commerce at a structural level. We talk scaling from 20M to 100M, building teams for inflection points, finding existential proble…
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The Power of Calm: GuideCX COO Harris Clarke on Building Trust and Systems That Hold
Nov. 13, 2025

The Power of Calm: GuideCX COO Harris Clarke on Building Trust and Systems That Hold

Harris Clarke, COO at GuideCX, joins Michael to unpack what it means to lead when everything feels like it’s shifting under your feet. From learning precision and process in the U.S. Department of State to running operations in a high-growth SaaS company, Harris shares how trust, clarity, and calm …
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The COO Who Turns Chaos Into Clarity - Anna Elwood of Cascade
Oct. 28, 2025

The COO Who Turns Chaos Into Clarity - Anna Elwood of Cascade

From Zocdoc to Cascade, COO Anna Elwood breaks down the systems, rhythms, and AI tools that turn chaos into execution. In this episode of Between Two COOs, Michael sits down with Anna Elwood, COO of Cascade, the strategy-exec...
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Automattic Chief Quality Officer, Lance Willett, on What It Takes to Power 45% of the Web and Learning from a $250K Mistake
July 23, 2025

Automattic Chief Quality Officer, Lance Willett, on What It Takes to Power 45% of the Web and Learning from a $250K Mistake

Try Fellow's AI Meeting Copilot - 90 days FREE - fellow.app/coo In this episode, Michael Koenig sits down with longtime friend and colleague Lance Willett, Chief Quality Officer at Automattic—the company behind WordPress and WooCommerce. The two dive deep into the evolution of open source at scale,…
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Linda Tong, Webflow CEO, on the new web, AI-powered ops, and how they run Webflow
July 8, 2025

Linda Tong, Webflow CEO, on the new web, AI-powered ops, and how they run Webflow

Get 90 days of Fellow's AI meeting assistant at fellow.app/coo In this episode of Between Two COOs, I’m joined by Linda Tong, the CEO of Webflow. You probably know Webflow as one of the most popular visual development platforms on the internet, powering over 300,000 websites. What you may not know …
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