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
-
Episode 55: Jake Stein of Common Paper
July 7th, 2025 | 1 hr 9 mins
ChatGPT said:
Jake Stein, co-founder of Common Paper, joins Grant Miller to explore how AI and contract standardization are transforming B2B software sales. They discuss startup strategy, speeding up sales cycles, and what’s “market” in enterprise contract negotiations. Learn how tools like Jerry are reshaping legal workflows and accelerating deal velocity. -
Episode 54 - Kubelist Crossover with Marc Campbell and Benjie De Groot
June 20th, 2025 | 1 hr 18 mins
In this crossover episode of EnterpriseReady and The Kubelist Podcast, Replicated co-founders Grant Miller and Mark Campbell unveil SecureBuild, a groundbreaking open source platform delivering zero-CVE container images with enterprise-grade SLAs. They discuss Replicated’s 10-year evolution in self-hosted software delivery, modern Kubernetes tooling, and a new model for sustainable open source monetization. Plus, hear how tools like Cursor and Devin are transforming AI-assisted software development at scale.
-
Episode 53: Ev Kontsevoy of Teleport
June 11th, 2025 | 1 hr 44 mins
In this episode, Grant Miller talks with Teleport's Ev Kontsevoy about shifting from Gravity to Teleport, simplifying enterprise sales, and securing infrastructure through identity-based access. They also explore how AI agents fit into modern security models.
-
Episode 52: Tristan Handy of dbt Labs
June 2nd, 2025 | 1 hr 29 mins
In this kickoff episode of the revived EnterpriseReady Podcast, Grant Miller interviews Tristan Handy, founder and CEO of dbt Labs, on building and scaling an open source data tool into a $100M+ enterprise platform. They dive into lessons on commercializing developer tools, managing product complexity, and the future of AI in data workflows
-
Episode 51: Matt Mochary
October 20th, 2022 | 1 hr 3 mins
In episode 51 of EnterpriseReady, Grant Miller speaks with leadership coach, investor, and filmmaker Matt Mochary. Together they explore themes on executive coaching, building trust, scaling businesses, conflict resolution, and customer retention. Additionally, Matt unpacks the characteristics of CEOs that drive the most success.
-
Episode 50: Matias Woloski of Auth0
May 19th, 2022 | 1 hr 23 mins
In this episode, Grant speaks with Matias Woloski, Co-founder and CTO of Auth0, about building seamless authentication and authorization services for enterprise customers. They dive into lessons on landing initial enterprise deals, strategic hiring, and navigating the evolving responsibilities of a CTO.
-
Episode 49: Omri Gazitt of Aserto
April 26th, 2022 | 1 hr 26 mins
In this episode, Grant speaks with Omri Gazitt, CEO and Co-founder of Aserto, about his extensive enterprise software journey, including his work on the .NET framework and the foundation of Azure at Microsoft. They explore the evolution of access control and what led Omri to build Aserto as a modern solution for enterprise-grade authorization.
-
Episode 48: Sanjay Poonen of Snyk
April 6th, 2022 | 1 hr 37 mins
In this episode, Grant Miller is joined by Sanjay Poonen to explore his decades-long career building and scaling enterprise software companies. From engineering at Apple and Microsoft to leading VMware as COO, Sanjay shares invaluable lessons on product, marketing, sales, and achieving work-life balance while growing multi-billion dollar businesses.
-
Episode 47: Mark Lorion of Tempo
March 9th, 2022 | 1 hr 7 mins
ChatGPT said:
In this episode, Grant speaks with Mark Lorion, CEO of Tempo Software, about his journey from programming to leading enterprise software companies. They explore the value of sourcing customer data directly and share deep insights into effective enterprise marketing strategies. -
Episode 46: Donald Fischer of Tidelift
February 10th, 2022 | 1 hr 22 mins
In this episode, Grant speaks with Donald Fischer, CEO and Co-founder of Tidelift, about his path from product leadership and venture capital to supporting the open source ecosystem. They explore scalable models for sustaining open source creators and the critical role open source plays in modern enterprise software.
-
Episode 45: Ed Anuff of DataStax
January 26th, 2022 | 1 hr 33 mins
In this episode, Grant speaks with Ed Anuff, Chief Product Officer at DataStax, about effective onboarding for engineers and managing the long-term costs of legacy software. They also dive into strategies for building lasting consumer trust in enterprise products.
-
Episode 44: Job van der Voort of Remote
December 21st, 2021 | 1 hr 8 mins
In this episode, Grant speaks with Job van der Voort, CEO of Remote, about his transition from neuroscience to tech and his experience building opinionated software at GitLab. They explore the evolving future of remote work and how Remote is shaping global employment for distributed teams.
-
Episode 43: Neha Sampat of Contentstack
November 17th, 2021 | 1 hr 2 mins
In this episode, Grant speaks with Neha Sampat, Founder and CEO of Contentstack, about her journey into enterprise software and leading the shift from monolithic suites to agile, modern tech stacks. They explore how Contentstack empowers enterprises to embrace composable architectures and move faster in today’s digital landscape.
-
Episode 42: Quinn Slack of Sourcegraph
October 28th, 2021 | 1 hr 3 mins
In this episode, Grant is joined by Quinn Slack, CEO and co-founder of Sourcegraph, to discuss his journey as a self-taught developer and the path to product-market fit. They dive into the challenges enterprises face managing massive codebases and how Sourcegraph is solving those pain points at scale.
-
Episode 41: Wade Foster of Zapier
September 28th, 2021 | 1 hr 17 mins
In this episode, Grant speaks with Wade Foster, Co-founder and CEO of Zapier, about the company’s self-funded origins and his journey as a founder. They explore lessons in building distributed teams, maintaining company culture, and scaling without traditional venture capital.
-
Episode 40: Alexis Richardson of Weaveworks
August 30th, 2021 | 1 hr 15 mins
In this episode, Grant is joined by Alexis Richardson, CEO of Weaveworks, to discuss the rise of Weave GitOps and strategies for brand revitalization in enterprise software. Alexis shares his unique career journey from finance to founding RabbitMQ and Weaveworks, offering insights into building successful enterprise tech companies.