Taking a hard look at what community means and if every OSS company needs one with Deepak Prabhakara

Taking a hard look at what community means and if every OSS company needs one with Deepak Prabhakara

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 a community.



  • Is BoxyHQ a security company? Does it matter either way?
  • Starting the open source project at the same time as the company, and why they did it that way
  • The relationship between the user community and the customer community
  • BoxyHQ as the anti-platform — instead of trying to build a platform, which is the default goal for a lot of companies I speak with — they are explicitly trying to build a more a la carte experience for users
  • The challenges of community building around a project that isn’t sexy and how to build community that isn’t project-focused, but rather that’s focused around a problem space
  • Making the mistake of assuming your startup is completely unique and unlike any others!



We talked about much more as well, and it’s definitely an episode you should check out.

Jaksot(269)

Fundraising and M&A for Open Source Companies with Daniel Jarjoura

Fundraising and M&A for Open Source Companies with Daniel Jarjoura

This week on the Business of Open Source I spoke with Daniel Jarjoura, an investor at Avolta who specializes in developer-facing companies, and who writes a newsletter on developer-facing startups and...

19 Maalis 202543min

Products, consulting, and open source with Andrew Martin

Products, consulting, and open source with Andrew Martin

This week on The Business of Open Source I spoke with Andrew Martin, CEO and founder of Control Plane. Control Plane is ultimately a consulting company, as Andrew introduced it. But the company also c...

12 Maalis 202536min

How Technology Decisions Impact Growth with Misha Bragin

How Technology Decisions Impact Growth with Misha Bragin

This week on The Business of Open Source, I spoke with Misha Bragin, co-founder and CEO of NetBird. This was also the first episode I recorded in 2025, which gives you an idea of how far in advance I’...

5 Maalis 202535min

Open Source and AI Coding Assistants with Ty Dunn

Open Source and AI Coding Assistants with Ty Dunn

This week on The Business of Open Source, I spoke with Ty Dunn, founder of Continue.dev, which is an open source AI code assistant. We had a fabulous conversation that touched on both the AI hype wave...

26 Helmi 202540min

The CFO's View of Open Source Companies with Eileen Doody and Karen Walker

The CFO's View of Open Source Companies with Eileen Doody and Karen Walker

This week on The Business of Open Source I had a slightly different conversation: I spoke with the CFOs of two open source companies, Sysdig and Percona, to better understand what is different (and wh...

19 Helmi 202537min

Thinking Hard about your License Choice with Ivan Burazin

Thinking Hard about your License Choice with Ivan Burazin

This week on The Business of Open Source, I spoke with Ivan Burazin, the CEO and co-founder of Daytona. First of all, Daytona was one of the sponsors of the first edition of Open Source Founders Summi...

6 Helmi 202539min

Bootstrapping an Open Source Company with Ludovic Dubost

Bootstrapping an Open Source Company with Ludovic Dubost

This week on The Business of Open Source, I talked with Ludovic Dubost, founder and CEO of XWiki about the long history of XWiki, which he started in 2003. This was a wide-ranging conversation… here’s...

29 Tammi 202546min

Building an Open Source Company for Long-Term Sustainability with John O'Nolan

Building an Open Source Company for Long-Term Sustainability with John O'Nolan

This week on The Business of Open Source, I spoke with John O’Nolan, the co-founder of ghost.org. Before further ado, John is going to be one of speakers at Open Source Founders Summit 2025, so if you...

22 Tammi 202543min

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