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This week on The Business of Open Source, I spoke with BoxyHQ co-founder and CEO Deepak Prabhakara. We talked about a number of things, from BoxyHQ’s relationship with its open source project, called SAML Jackson to how to build a growth flywheel and how that flywheel does and does not depend on...

Adam Jacob is CEO and co-founder of System Initiative, an infrastructure automation software startup that came out of stealth in 2023. Previously, he was co-founder and CTO of Chef Software, which also focused on infrastructure automation, and was sold to Progress Software in 2020. Chef had roots in open source, and underwent a license change in 2019; Jacob has taken a different tack with his new company. In this episode, he discusses his "speed run" through the various permutations of open source business models during his career, and how the industry can use the lessons learned by a generation of open product entrepreneurs to improve open source-based business sustainability.

Listen to How to Have a Massage from Nobody Panic. Stevie got a massage and loved it. Tessa gets them all the time for her stressed body. Together they offer advice if you’re thinking about going for the first time and, quite frankly, get far too worried about how to tell if your masseuse is going to give you a “happy ending” or not. Subscribe to the Nobody Panic Patreon at patreon.com/nobodypanicWant to support Nobody Panic? You can make a one-off donation at https://supporter.acast.com/nobodypanicRecorded and edited by Aniya Das for Plosive.Photos by Marco Vittur, jingle by David Dobson.

Alexis Richardson co-founded a company in 2014 called Weaveworks, which created an open source GitOps project called Flux CD. In February, the company ceased operations, despite having gained new customers in 2023. Among the events that precipitated the closure of the business were acquisition talks with a larger company that fell through "at the 11th hour," according to a post by Richardson on LinkedIn. Weaveworks is one example of a company associated with a flourishing open source project – Flux CD continues under the CNCF – that ultimately couldn't make the business side work. Richardson gives his take on what happened with the company and how the CNCF could help businesses like it in the future, as well as what he's got planned next.

Chad Whitacre is head of open source at Sentry, an application and performance monitoring software maker that moved to a business source license for its products in 2019, and then to a functional source license in November 2023. Most recently, Chad has been working on a new project called Software Commons over the last six months, with the goal of balancing the user freedom prioritized by open source software with developer sustainability. In this episode, he discusses the tragedy of the commons vs enclosure, open source vs open products, BSL vs FSL and more.

William Morgan is CEO at Buoyant, a company that sells commercial and SaaS support for the Linkerd service mesh project and employs all of its maintainers. In February, Buoyant announced it would no longer be making a certain class of the project's code, called stable release artifacts, available for free to production users with more than 50 employees. Morgan discusses community reaction to that change and his outlook on the future of open source. 

<p>Actress and comedian Kristen Wiig feels warm about being Conan O’Brien’s friend.</p><p> </p><p>Kristen sits down with Conan to discuss sketch comedy’s “false positives,” odd jobs before landing on SNL, her favorite characters she’s developed over the years, and leading an ensemble cast in her new series Palm Royale. Later, Conan responds to a listener voicemail with a special request involving a birth.</p><p> </p><p>For Conan videos, tour dates and more visit <a href="http://TeamCoco.com">TeamCoco.com</a>.</p><p>Got a question for Conan? Call our voicemail: (669) 587-2847.</p>