Enterprise Ready
Stories and strategies behind building software that enterprises trust.
About the show
EnterpriseReady is a podcast that dives deep into what it takes to build successful enterprise software companies. Hosted by industry veterans, the series features conversations with founders, product leaders, and engineers who have scaled products to meet the demands of large organizations. Topics include infrastructure, compliance, product design, go-to-market strategies, open-source business models, and everything in between — offering practical insights for anyone building software for the enterprise market.
Episodes
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Episode 23: Abby Kearns of Cloud Foundry Foundation
December 18th, 2019 | 1 hr 6 mins
In this episode, Grant speaks with Abby Kearns, Executive Director of Cloud Foundry, about the future of cloud infrastructure and open source business models. They discuss global tech ecosystems, including China, and how enterprises are evolving their approach to cloud-native technologies.
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Episode 22: Derek Steer of Mode
December 11th, 2019 | 1 hr 26 mins
In this episode, Grant chats with Derek Steer, CEO of Mode, about how data science tools can empower enterprise software companies to make smarter business decisions. They explore the evolution of analytics platforms and how Mode helps teams turn data into strategic insights.
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Episode 21: Michel Feaster of Usermind
December 5th, 2019 | 1 hr 5 mins
In this episode, Grant interviews Michel Feaster, CEO and Co-founder of Usermind, about her remarkable journey from gas station employee to enterprise software leader. They explore how product, product marketing, and marketing intersect to drive growth and strategy in enterprise companies.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.