Between Two COO's with Michael Koenig
Between Two COO's brings incredible Chief Operating Officers together to share their insights, advice, and crazy stories. Learn from current and former COO's from companies like Tucows, Automattic, Shippo, Chopra Global, & VC firms.
- Update frequency
- every 18 days
- Average duration
- 43 minutes
- Episodes
- 54
- Years Active
- 2021 - 2025
Automattic Chief Quality Officer, Lance Willett, on What It Takes to Power 45% of the Web and Learning from a $250K Mistake
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Guest: Lance Willett, Chief Quality Officer at Automattic
Topics Covered:
- How Automattic’s open source culture evolved over 20 years
- What a…
Linda Tong, Webflow CEO, on the new web, AI-powered ops, and how they run Webflow
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Why Linda still codes on weekends — and what it teaches her about the future of AI (6:00)
How AI is changing what Webflow builds — and how…
Kustomer COO & President, Doug Hanna, on Building Agentic AI, Running Sales, and Structuring Modern Ops Teams for the AI Era
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In this episode, Doug and I cover:
- Why “AI agent” is more than just a buzzword
- The difference between deflection and resolution in AI-power…
Sales Assembly President, Brad Rosen, on Unlocking Growth and Why RevOps Is Critical for Sustainable Scaling
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Key Takeaways:
RevOps aligns and optimizes sales, marketing, and customer success, ensuring efficient and sustainable growt…
The Bold Pivot: From Meetings to AI with Aydin Mirzaee, CEO of Fellow
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Timestamps:
(02:00) Fellow’s shift from productivity tool to AI assistant.
(07:00) Implementing large-scale organizational change.
(13:00) …
AI and Privacy: Navigating the EU's New AI Act & the Impact on US Companies with Flick Fisher
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AI and Privacy: Navigating the EU's New AI Act with Flick Fisher
In this episode of Between Two COOs, host Michael Koenig welcomes back F…
Cut Your SaaS Costs: COO Justin Etkin on Smarter Procurement
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[00:00] Introduction – Michael introduces Fellow as a trusted AI meeting assistant.
[01:00] Welcome t…
True Search Managing Director Evan Grossman on how to land your next C-Suite role
This episode is powered by Fellow AI Meeting Assistant. Get 90 days free at fellow.app/coo
Key Takeaways:
• Hidden C-Suite Job Market: The majority of C-level roles are filled through networking, talen…
Vestwell COO Jon Mark on applying strategy and tactics to build a multi-billion dollar company
Episode Overview
In this episode of Between Two COOs, host Michael Koenig interviews Jon Mark, COO of Vestwell, a leading provider of digital platforms for workplace savings and investment programs. V…
HomeToGo COO Valentin Gruber Talks M&A, Strategic Planning, and Taking the Multi-Billion Dollar Company Public
In this episode of Between Two COOs, host Michael Koenig sits down with Valentin Gruber, COO of HomeToGo, to explore the inner workings of the vacation rental aggregator and its strategy. HomeToGo we…
School of Rock COO Stacey Ryan on Navigating Crises, Change, Leadership, and Empowerment
Navigating Leadership and Innovation at School of Rock with Stacey Ryan
In this episode of Between Two COOs, host Michael Koenig interviews Stacey Ryan, the COO of School of Rock - a global music scho…
Fellow CEO Aydin Mirzaee on Mastering Productivity and Efficiency with AI
Maximizing Meeting Efficiency and Navigating Management Challenges: Insights from Aidan Mizrahi of Fellow
This episode delves into the complexities and potential inefficiencies of meetings in the prof…
Cameron Herold of COO Alliance and 1-800-got-junk on How to delegate, lead, fix problems, hire and promote, and be the second in command
Presented by Fellow.app. Streamline your meetings and make them more efficient and meaningful. Get Fellow for you and your team today. Head to https://fellow.app/coo/ to get started and start having …
EU vs AI: What You Need to Know About the EU's AI Act - The Legal Opinion with Flick Fisher, Partner at Fieldfisher
Could the EU's new AI Act be the cornerstone of global AI regulation? That's what we're here to unpack with the expert insight of Flick Fisher, a leading privacy specialist and partner at Fieldfisher…
Productboard COO Greg Strickland on how to balance growth and innovation, collecting mentors and personal development, managing through change, SMB to enterprise shift, and the competitive advantage of startups
Join us as Greg Strickland, COO of Productboard, and I explore the power of embracing new opportunities and the crucial balance between business outcomes and personal advancement. Greg shares his jou…
Get Your Guide COO Tao on Building a $2 Billion Dollar Travel Experience Giant
(01:20 - 02:44) The Travel Experience Market's Growth
(04:36 - 06:03) Peer to Peer Tour Guide Platform
(07:27 - 09:26) Learning and Customer Obsession Importance
(12:35 - 13:56) Creativity and Execution…
Doist COO Allan Christensen on remote ops, perfecting hiring, designing ops for career development, the ideal employee feedback loop
(00:12) Interview With Remote COO Alan Christensen
COO Alan Christensen shares his journey and Duist's success without institutional investment, pioneering remote work and dividing responsibilities w…
Rewind.ai & Optimizely CEO & Founder, Dan Siroker, on augmenting human memory with AI, building Optimizely, AI in operations, privacy and security, hiring and building extraordinary teams, and AI's impact on STEM education
(05:11 - 05:38) Memory and the Evolving Digital Age
(06:56 - 08:05) Tech and Memory Retrieval
(11:40 - 12:51) Chat GPT and Data Privacy Integration
(17:34 - 18:44) Leveraging AI for Company Augmentation
…
Arcadia COO, Kate Hennigsen, on Clean Tech and Disrupting the Energy Market, Non-Traditional Backgrounds for Working in Tech (and Ops!), Energy Regulation, M&A, Board, Risk, and Cash Management, & the Power of a Well Written Cold Email
(00:12) Clean Tech and Disrupting Energy Market
(06:15) Community Solar and Renewable Energy Innovation
(15:37) Data Platform and Energy Transformation
(24:21) Acquisitions, Integration, and Board Compo…
Perfecting Remote Work Operations with Darren Murph, Fmr Gitlab VP Remote
--------- EPISODE CHAPTERS WITH SHORT KEY POINTS ---------
(0:00:12) - Remote Company Operations and Knowledge Management
Daren explains the importance of low context communication, compounding intere…