Grant Miller

Episode 20: Yvonne Wassenaar of Puppet

November 26th, 2019  |  1 hr 13 mins

In this episode, Grant speaks with Yvonne Wassenaar, CEO of Puppet, about leading enterprise software companies through growth and transformation. They dive into the shift from single to multi-product strategies, the value of professional services, and insights from Yvonne’s experience on multiple enterprise boards.

Episode 19: Mark Geene of Cloud Elements

November 19th, 2019  |  1 hr 11 mins

In this episode, Grant talks with Mark Geene, CEO and Co-founder of Cloud Elements, about the evolution of API integration in enterprise software. They cover Mark’s early enterprise experience, the challenges of connecting SaaS applications, and key go-to-market lessons from building a successful integration platform.

Episode 18: Elizabeth Zalman of strongDM

November 12th, 2019  |  1 hr 3 mins

In this episode, Grant speaks with Elizabeth Zalman, Co-founder and CEO of strongDM, about building and scaling enterprise software with a focus on security, remote teams, and go-to-market strategy. They cover product prioritization frameworks, the importance of SOC 2 certification, and insights from Elizabeth’s 15+ years in data-driven leadership.

Episode 17: Ben Hindman of Splash

October 22nd, 2019  |  1 hr 1 sec

In this episode, Grant talks with Ben Hindman, Co-founder and CEO of Splash, about building the world’s first event marketing platform and the journey from events to enterprise software. They dive into the power of community-driven events and the strategic use of a freemium business model.

Episode 16: Spence Green of Lilt

October 8th, 2019  |  55 mins 1 sec

In this episode, Grant talks with Spence Green, Founder and CEO of Lilt, about delivering enterprise-grade machine translation solutions for global organizations. They explore the technical and operational challenges of enterprise software, internationalization, and the future of language translation at scale.

Episode 15: Jeff Williams of Contrast Security

September 24th, 2019  |  1 hr 8 mins

In this episode, we interview Jeff Williams, founder and CTO of ContrastSecurity, about shifting application security from an outside-in to an inside-out approach using code instrumentation. Jeff shares insights from his work at OWASP, tips on compliance frameworks, and strategies for building RBAC and executing a top-down enterprise go-to-market.

Episode 14: Michael Pryor of Trello

September 11th, 2019  |  56 mins 45 secs

In this episode, we talk with Michael Pryor, founder and CEO of Trello, about his journey from FogCreek Software to Trello’s $425M acquisition by Atlassian. We explore bottom-up go-to-market strategies, naming products, user management, SSO, and pricing models that drive adoption.

Episode 13: Rahul Vohra of Superhuman

August 22nd, 2019  |  1 hr 5 mins

In this episode, we sit down with Rahul Vohra, founder and CEO of Superhuman, to explore his unique fundraising strategy and the company’s “prosumer in the enterprise” approach to software. Rahul shares how Superhuman redefines enterprise go-to-market by focusing on individual user experience, including personalized onboarding to turn every user into a power user.

Episode 12: William Morgan of Buoyant

August 7th, 2019  |  59 mins 44 secs

In this episode, we talk with William Morgan, CEO and founder of Buoyant, about how his experience scaling Twitter’s infrastructure led to the creation of the open-source ServiceMesh project, Linkerd. We explore strategies for open-source adoption, viable business models, and how Linkerd delivers value to cloud-native organizations.

Episode 11: Bob Tinkerer of MobileIron

July 24th, 2019  |  1 hr 28 mins

In this episode, we chat with Bob Tinker, co-founder and former CEO of MobileIron, about his journey from founding through IPO and the frameworks he outlines in his book Survival to Thrival. Bob shares actionable insights on building a go-to-market strategy, adapting in dynamic markets, and driving customer urgency with standout features.

Episode 10: Joel Wallenstrom of Wickr

June 19th, 2019  |  1 hr 9 mins

In this episode, we sit down with Joel W., CEO of Wickr, to explore how the secure messaging platform evolved from a consumer app to an enterprise-grade solution. Joel shares insights from his cybersecurity background and discusses key enterprise features like SSO, on-prem deployment, and mobile device management.

Episode 9: Zack Blum of Fleetsmith

June 5th, 2019  |  53 mins 16 secs

In this episode, we chat with Zack Blum, Founder and CEO of Fleetsmith, about the company’s founding story and go-to-market journey. Zack shares key lessons on internal security, user management via GSuite and Office365, and building a thoughtful product assortment for IT teams.

Episode 8: Dave Cole of Tenable

May 21st, 2019  |  1 hr 14 mins

In this episode, we’re joined by Dave Cole, former Chief Product Officer at Tenable, who shares insights from 18 years of building and launching enterprise security products. We dive into product portfolio management, preparing for an IPO, and fostering communication through Customer Advisory Boards and internal alignment.

Episode 7: Paul Querna of ScaleFT (Acquired by Okta)

April 9th, 2019  |  1 hr 19 mins

In this episode, we speak with Paul Querna, CTO and co-founder of ScaleFT, about building a Zero Trust security platform that was later acquired by Okta. Paul shares the origins of ScaleFT, the influence of Google’s BeyondCorp model, and the technical evolution of enterprise access control.

Episode 6: Andrew Peterson of Signal Sciences

March 28th, 2019  |  48 mins 48 secs

In this episode, we talk with Andrew Peterson, CEO and co-founder of Signal Sciences, about building a next-gen WAF trusted by the Fortune 500. Andrew shares how lessons from his time at Etsy shaped the company’s enterprise go-to-market strategy and the importance of early investment in core enterprise features and professional services.

Episode 5: Edith Harbaugh of LaunchDarkly

March 5th, 2019  |  49 mins 51 secs

enterprise-software

In this episode, we chat with Edith Harbaugh, co-founder and CEO of LaunchDarkly, about building one of the first feature management platforms for modern software teams. Edith shares lessons from her journey in enterprise software, including the importance of simplicity in advanced features and the evolving role of enterprise sales.