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Conversations with the operators behind the companies you know — with veteran COO host, Michael Koenig.

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AI Agents Need Logins Too: Identity, Security, and the Future of AI | Greg Keller, CTO, JumpCloud

Get 90 days of Fellow free at Fellow.ai/coo AI is moving fast. Most companies are focused on tools. The real challenge may be identity. In this episode of Between Two COOs, Michael Koenig sits down with Greg Keller, co-founder and CTO of JumpCloud, to explore why identity access management is beco

Mar 5, 2026 · 2 min read

AI Agents Need Logins Too: Identity, Security, and the Future of AI | Greg Keller, CTO, JumpCloud

All Episodes

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Hatch COO, Dave Weiss, on Selling 2 Million IoT Devices, Cofounding a Company with His Wife, Shark Tank to VC Funding, Moving From CTO to COO, and Visiting Customers' Homes
1 min read

Hatch COO, Dave Weiss, on Selling 2 Million IoT Devices, Cofounding a Company with His Wife, Shark Tank to VC Funding, Moving From CTO to COO, and Visiting Customers' Homes

Dave Weiss, co-founder, and COO of Hatch, joins us to discuss what it takes to confound a hardware company with his wife, sell 2 million IoT devices, the heightened consumer expectations of hardware, visit customers' homes, going from Shark Tank to VC fundraising, moving from CTO at BabyCenter to CO

Feb 8, 2022

Valerie Hoecke, Dia&Co. COO, fmr CDO at LVMH, on How a $50B Company Preps You For Anything, Try Before You Buy, Going From Growth to Survival Mode and Back, Size Discrimination, and More
1 min read

Valerie Hoecke, Dia&Co. COO, fmr CDO at LVMH, on How a $50B Company Preps You For Anything, Try Before You Buy, Going From Growth to Survival Mode and Back, Size Discrimination, and More

Dia&Co. COO and former LVMH Chief Digital Officer, Valerie Hoecke, joins to chat on how a $50B co. like LVMH preps you for anything, how Dia&Co. solves the shopping challenges faced by plus size women, the impact of size discrimination in the workforce, the challenges that "try before you buy" creat

Feb 1, 2022

Part 1: Catherine Stewart on Scaling Operations and People Management at Shippo and Automattic
2 min read

Part 1: Catherine Stewart on Scaling Operations and People Management at Shippo and Automattic

Catherine Stewart, former COO at Shippo and former CBO at Automattic, joins us in part one of a special two-parter, to talk about the craft of scaling operations at hyper-growth tech companies. Topics include shifting strategic priorities at Automattic to also focus on e-commerce and revenue generat

Jan 19, 2022

Part 2: Grafana Labs COO, Doug Hanna on Scaling the Go-To-Market Machine of a $3B Tech Company
1 min read

Part 2: Grafana Labs COO, Doug Hanna on Scaling the Go-To-Market Machine of a $3B Tech Company

Doug Hanna, COO at Grafana Labs, joins us to discuss scaling a company to $3B in valuation after raising $330M in funding. As a former Zendesk VP of Ops, Doug has had front seats at both companies, during hyper-growth. This episode, Part 2, focuses on scaling the go-to-market machine of a multi-bill

Jan 11, 2022

Part 1: Grafana Labs COO, Doug Hanna On Building a $3B Company with Open Source, Scaling Culture and Going From 70 to 500 People
1 min read

Part 1: Grafana Labs COO, Doug Hanna On Building a $3B Company with Open Source, Scaling Culture and Going From 70 to 500 People

Doug Hanna, COO at Grafana Labs, joins us to discuss scaling a company to $3B in valuation after raising $330M in funding. As a former Zendesk VP of Ops, Doug has had front seats at both companies, during hyper-growth. This episode, Part 1, focuses on people and culture: what goes into scaling from

Jan 4, 2022

Micah Rosenbloom, Founder Collective Managing Partner, & Former Brontes COO, on Building & Selling a Company to 3M, Going From COO to VC, Making Investments via Zoom, & Hiring the Right People
1 min read

Micah Rosenbloom, Founder Collective Managing Partner, & Former Brontes COO, on Building & Selling a Company to 3M, Going From COO to VC, Making Investments via Zoom, & Hiring the Right People

Before Micah Rosenbloom was a venture capitalist, he was the co-founder and COO of Brontes Technologies, which he sold to 3M. Micah and his business partner Eric then went on to found the VC firm, Founder Collective, which has made investments in companies like Uber, ThreadUp, Hotels Tonight, Venmo,

Dec 20, 2021

Nira COO, Marie Prokopets on Pivoting From Search to Security, Context Switching, Balancing Risk, and Breathing
1 min read

Nira COO, Marie Prokopets on Pivoting From Search to Security, Context Switching, Balancing Risk, and Breathing

After being part of $26B of M&A at Diageo, Marie Prokopets joined the startup world a cofounded Nira.com, a way to secure your company documents and access controls. As COO at Nira, Marie joins us to talk about pivoting from search to security, context switching, and what happens when vendors mess u

Dec 14, 2021

Tucows Chief Product Officer, Justin Reilly, on How Product Design Influences Operations and Where AI Fits In, Ting's Amazing Customer Care, and Photos Almost Pushing a Launch
1 min read

Tucows Chief Product Officer, Justin Reilly, on How Product Design Influences Operations and Where AI Fits In, Ting's Amazing Customer Care, and Photos Almost Pushing a Launch

Tucows (NDAQ: TCX) Chief Product Officer, Justin Reilly, joins as our first non-COO, and shares on your customer's best last experience, product designs influence on operations and AI's fit, Ting's amazing customer care, and how photos almost pushed a launch.

Dec 6, 2021

True Ventures COO, Jim Stewart, on Taking Four Companies Public, Venture Capital Firm Operations, Keeping a Cool Head, and Export Controls
1 min read

True Ventures COO, Jim Stewart, on Taking Four Companies Public, Venture Capital Firm Operations, Keeping a Cool Head, and Export Controls

True Ventures Chief Operating Officer, Jim Stewart, joins us to discuss what it's like to take four companies public, what goes into the operations to run a venture capital firm, how to take calculated risks, and what to do when you realize that you've just violated US government export controls whe

Nov 29, 2021

Allie Fleder, COO at SimplyWise on Changing Industries, How COO Roles Vary, Remote as an Extrovert, Clarity at Early Stage Startups, and Head Wounds
1 min read

Allie Fleder, COO at SimplyWise on Changing Industries, How COO Roles Vary, Remote as an Extrovert, Clarity at Early Stage Startups, and Head Wounds

Allie Fleder discusses changing industries, how COO roles change throughout the life stage of a company, the blood sweat, and tears (literally) that go into building a startup, and maintaining clarity in the early days of a company. Allie Fleder is the cofounder and COO of SimplyWise, an NYC-based

Nov 21, 2021

Deepak Chopra Global COO, Rich Wallach, on synchrodestiny, managing through uncertainty, and remote operations
1 min read

Deepak Chopra Global COO, Rich Wallach, on synchrodestiny, managing through uncertainty, and remote operations

Rich Wallach, COO and CFO of Deepak Chopra's Chopra Global, joins us to discuss creating happiness and security for employees, maintaining focus on the long-term strategy, and remote operations. Rich was previously Chief Operating Officer at Credit Suisse in the technology investment banking divisio

Nov 21, 2021

Introducing Between Two COO's
1 min read

Introducing Between Two COO's

The premise is simple: Between Two COO's is a podcast where incredible COO's share advice and those "never thought I'd see that" stories. Tune in to each episode to hear host Michael Koenig have a candid conversation with current and former COO's from Chopra Global, Tucows, Shippo, True Ventures,

Nov 18, 2021

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