Between Two COO's with Michael Koenig Podcast By Michael Koenig cover art

Between Two COO's with Michael Koenig

Between Two COO's with Michael Koenig

By: Michael Koenig
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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.2021 Between Two COO's Career Success Economics Leadership Management Management & Leadership
Episodes
  • Linda Tong, Webflow CEO, on the new web, AI-powered ops, and how they run Webflow
    Jul 8 2025

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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 fast they build it (3:30–13:00)

    What happens when websites are no longer built just for humans (14:00)

    The rise of AEO (Answer Engine Optimization) and what it means for ops (17:00–21:00)

    Favorite LLMs and workflows — from Claude Sonnet to custom GPTs (23:00–26:00)

    How Linda builds a culture of innovation — and why bad ideas are worth celebrating (29:00)

    Leading through operational ambiguity and defining what to say “no” to (49:00)

    How product thinking helps Linda prioritize and run the business (54:00)

    Creating an actual in-office “innovation lab” — and what worked (1:04:00)

    Wild story: how her team navigated the SVB collapse weekend (1:08:00)

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    1 hr and 13 mins
  • Kustomer COO & President, Doug Hanna, on Building Agentic AI, Running Sales, and Structuring Modern Ops Teams for the AI Era
    Jun 4 2025

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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-powered support
    • How Kustomer structures RevOps, GTM, and forecasting
    • What it means to operate with high-context vs. generic playbooks
    • How Doug thinks about team structure, ownership, and cross-functional clarity
    • Predictions for agent-to-agent communication: “Your AI agent will talk to my AI agent—and we’ll both just read the summary.”

    Timestamps:

    (02:00) Defining agentic AI in customer service

    (06:30) From deflection to resolution: Kustomer’s AI in action

    (10:15) How AI is changing the org chart and team design

    (14:00) The problem with low-context playbooks

    (17:45) RevOps structuring and ownership

    (22:00) Forecasting: visibility vs. execution

    (27:00) AI tooling, integration, and buyer psychology

    (31:00) Agent-to-agent interactions and AI futurecasting

    (34:30) What Doug’s watching next in ops and AI

    Links

    Doug Hanna on LinkedIn - https://www.linkedin.com/in/douglashanna1/

    Kustomer - https://www.kustomer.com/

    Michael Koenig on LinkedIn - https://linkedin.com/in/michael-koenig514

    Between Two COO's - https://betweentwocoos.com

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    46 mins
  • Sales Assembly President, Brad Rosen, on Unlocking Growth and Why RevOps Is Critical for Sustainable Scaling
    Apr 29 2025

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    Key Takeaways:

    RevOps aligns and optimizes sales, marketing, and customer success, ensuring efficient and sustainable growth.

    Effective RevOps requires balancing strategic planning, data-driven analytics, and tactical execution.

    Successful RevOps integration hinges on clear communication, cultural alignment, and strategic hiring decisions.

    AI is poised to significantly impact RevOps by improving efficiency, though human judgment remains crucial.

    Metrics and KPIs in RevOps must directly correlate to revenue growth, profitability, and organizational efficiency.

    Brad emphasizes proactive disruption, transparency, and alignment to navigate the rapid evolution of sales operations.

    Timestamps:

    (02:00) What is RevOps and how Brad transitioned into it from finance

    (07:00) Common misconceptions and early mistakes in RevOps

    (11:00) Building a robust RevOps foundation and data hygiene

    (15:00) Creating alignment across sales, marketing, and customer success

    (20:00) Key metrics and strategic decision-making in RevOps

    (24:00) AI’s impact on RevOps and potential pitfalls

    (30:00) Real-world experiences with AI-powered sales calls

    (33:00) RevOps vs. SalesOps and defining terms clearly

    (36:00) Advocating for RevOps budgets and demonstrating value

    (40:00) Lessons learned about effective communication and internal alignment

    Links:

    90 Days Free of Fellow's AI Meeting Assistant: https://fellow.app/coo

    Brad Rosen on LinkedIn: https://www.linkedin.com/in/bradrosen1/

    Michael Koenig on LinkedIn: https://www.linkedin.com/in/michael-koenig514/

    Sales Assembly: https://www.salesassembly.com/

    Between Two COO's: https://betweentwocoos.com

    Episode URL: https://www.betweentwocoos.com/sales-assembly-president-brad-rosen-on-unlocking-growth-and-why-revops-is-critical-for-sustainable-scaling

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    46 mins
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