Scaling DevTools - podcast cover

Scaling DevTools

Jack Bridgerscalingdevtools.com
We investigate what it takes to grow developer tools and AI DevTools. Topics include developer marketing, DevRel, developer advocacy and developer experience. Featuring founders and key people from the likes of Vercel, ElevenLabs and OpenAI. Scaling DevTools is sponsored by WorkOS.
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Episodes

Joel Griffith from browserless: from GitHub issue to bootstrapped business

In this episode, Joel Griffith, founder of browserless, shares how he built browserless from a painful browser automation problem into a profitable, bootstrapped DevTools company. We cover the first customer, content-led growth, selling to developers, and the realities of building a durable software business. Links: • Joel's LinkedIn • browserless • Browserless' YouTube • Browserless' blog • Browserless' Linkedin...

May 28, 202645 minEp. 189

Making AI multiplayer with Maggie Appleton from GitHub Next @ AIE Europe

In this episode, Maggie Appleton from GitHub Next explains why "single player" AI tools are creating a team alignment crisis. We discuss the shift from solo CLI instances to multiplayer agentic environments, the launch of ACE (Agentic Collaboration Environment), and why the future of software isn't just about writing code faster—it's about using proactive agents to bridge the gap between developers, researchers, and the social fabric of a company. This was recorded at AI Engineer Europe. Links: ...

May 19, 202618 minEp. 187

AI broke traditional infra - with Kyle from Depot.dev @ AIE Europe

In this episode, Kyle Galbraith from Depot shares the story behind building Depot CI and why traditional infrastructure is "crumbling" under the weight of AI-generated code. We discuss the shift from human-centric pipelines to agent-augmented workflows, the challenge of managing a 10x increase in code volume, and Kyle’s perspective on the rising tech hubs across Europe. Links: - Depot - Kyle Galbraith...

May 18, 202611 minEp. 186

Nick and Zack from WorkOS @ AIE: building real-world AI tools & running conference workshops

In this episode, Zack Proser and Nick Nisi from WorkOS share what they’ve learned from building real-world AI tools and running high-impact workshops for AI engineers. We talk about finding "developer balance" by feeding biometric data into LLMs, the evolution of "skills" as a software primitive, and how to build seamless agentic loops that connect Slack, Linear, and Notion to eliminate context switching. Links: - WorkOS - Zack Proser - Nick Nisi...

May 07, 202628 minEp. 185

What’s Working in DevTools Marketing Right Now? with Karl Hughes from Draft.dev

In this episode, Karl Hughes from Draft.dev shares what he learned from surveying DevTools marketers about budgets, AI, content, and ROI. We talk about budgets, AI workflows, content strategy, distribution, and why events and human relationships still drive some of the best results in developer marketing. Links: • Draft.dev • Karl Hughes • Karl's LinkedIn...

May 06, 202644 minEp. 184

Charity Majors on AI, Observability, and the Future of Software

In the episode Charity Majors, founder and CTO of Honeycomb, talks about what changes when the cost of generating code drops toward zero. She explains why observability becomes the source of truth, why great products still depend on taste, and how fast feedback loops let teams ship faster without breaking everything. We also get into why engineering teams need to speak in terms of business value, and how Charity thinks about writing, credibility, and building a public voice as a technical founde...

May 01, 202641 minEp. 183

Matt Aitken from Trigger.dev @ AIE

Matt Aitken is the cofounder and CEO of Trigger.dev - an AI workflows platform. Links: - Trigger.dev - Matt Aitken - AIE Europe

Apr 16, 202612 minEp. 181

Lawrence Jones from Incident.io @ AIE Europe: building an AI SRE

Recorded at AI Engineers Europe, Lawrence Jones is an AI engineer at Incident.io and he shares his experiences building an AI SRE. Links: - Incident.io https://incident.io/ - Lawrence Jones https://www.linkedin.com/in/lawrence2jones/

Apr 14, 20269 minEp. 180

Finding your first 10 customers, with Andy Lee from DeepTrace

Andy is the cofounder of DeepTrace, an AI reliability platform that helps engineering teams investigate incidents and fix problems in production. In this conversation, Andy shares how a team of technical founders learned sales, got their first 10 customers, and approached go-to-market with the same mindset they used for engineering. We discuss outbound volume, messaging, targeting, sales tooling, paid ads, sales calls, pricing, trials, and the thinking behind DeepTrace Links: Andy's Linkedin Dee...

Mar 29, 202646 minEp. 179

DatoCMS: bootstrapping to €6.5M ARR

Stefano Verna and Matteo Giaccone from DatoCMS share how their side project in a web agency turned into a €6.5M ARR company with a 13-person remote team. We talk about building sustainable, bootstrapped businesses, instead of the all-or-nothing VC approach, and about their 6-week shipping cycles, prioritizing simplicity, and building trust with customers. Links: •. Dato CMS •. Matteo's Linkedin •. Stefano's X...

Mar 22, 202646 minEp. 178

Ahmad Sadeddin, founder of Corgea: you don't need to raise (much) to find PMF

Ahmad Sadeddin is the founder and CEO of Corgea. Corgea provides the security tools to find, triage, and fix insecure code. Ahmad shares: - Why you don't need to raise much to find PMF - stay lean: you should surprise people with how few people you are. - What is a small amount to raise? And what team size do you need? - Pivoting during YC and how Corgea found their first customers and the signs of Product Market Fit - The journey to Product Market Fit never stops - How Corgea worked towards Pro...

Feb 27, 202645 minEp. 177

Retool founder David Hsu: AI, future of DevTools & how Retool got their first customers

David Hsu is the founder of Retool, the low-code platform for building internal tools used by companies like Amazon, Airbnb, and the US Army. David recounts building Retool's first version in weeks with just three components, early outreach failures, shifting to "tomorrow's developers," and LLM use cases. This episode is brought to you by WorkOS . If you're thinking about selling to enterprise customers, WorkOS can help you add enterprise features like Single Sign On and audit logs. Links: • Ret...

Feb 20, 202650 minEp. 176

Louis from Vibe Kanban - 20,000 GitHub stars and walking away from 6-figure deals

Louis Knight-Webb is the co-founder of Vibe Kanban, an open-source tool for orchestrating AI coding agents. After years of building for enterprise legacy code, Louis pivoted and saw his new project explode to over 20,000 GitHub stars in just a few months. We talk about the "startup university" of the last five years, why he walked away from 6-figure enterprise deals to find true founder-market fit, and why he thinks most people are wrong about AI-generated pull requests. This episode is brought ...

Feb 15, 202642 minEp. 175

The Roadmap to PMF (Jason Cohen's essay)

This episode breaks down an article by Jason Cohen, founder of WP Engine and SmartBear, outlining his step-by-step roadmap from idea to product-market fit (PMF) for startups, especially DevTools. His 8 step roadmap provides insights on personal fit, market validation, customer interviews, building an SLC (simple, lovable, complete) MVP, sales focus, retention, prioritization, and founder psychology, drawing from Cohen's unicorn success and pitfalls to avoid. Links: • Jason Cohen • WP Engine • Sm...

Feb 08, 202646 minEp. 174

Product Market Fit - the only thing that matters

This episode breaks down Marc Andreessen's 2007 article on why market matters most in startups, plus some great wisdom from Michael Seibel on spotting real PMF through explosive growth and customer pull. Links: • Marc Andreessen's article • Michael Seibel's post • Product Market Fit collapse This episode is brought to you by WorkOS . If you're thinking about selling to enterprise customers, WorkOS can help you add enterprise features like Single Sign On and audit logs....

Jan 31, 202626 minEp. 173

Christopher Burns - creator of c15t: the developer-first cookie banner

This episode is with Christopher Burns, the creator of c15t and founder of consent.io, an open-source, developer-first, ethical provider of privacy infrastructure. Chris explains why most cookie banners are not compliant, and if the EU is going to come after you for it. We talk about how he found product market fit and grew the company, and we also debate London vs SF for startups. Links: • Chris' Linkedin • c15t • Consent This episode is brought to you by WorkOS . If you're thinking about selli...

Jan 23, 20261 hr 1 minEp. 172

The Amazon Web Services origin story (part 1)

This is the story of how Amazon Web Services - arguably the most successful developer tool of all time - got started. This episode is brought to you by WorkOS . If you're thinking about selling to enterprise customers, WorkOS can help you add enterprise features like Single Sign On and audit logs.

Jan 20, 202612 minEp. 171

Adam Frankl returns to answer my TAB questions

Adam Frankl has been the first Marketing VP at three dev-facing unicorns. He returns to the podcast, to reveal the things that DevTool startups must get right in the early days, in order to be successful. We also discuss Jack's experience implementing Technical Advisory Boards (TABs) with a new startup, and the hurdles startups face with outreach, sustaining member enthusiasm across calls, and the art of framing the problem correctly. Adam shares ongoing AI experiments to streamline TAB insights...

Jan 09, 202649 minEp. 170

Kyle Cheung from Greybeam - jumping over bathroom stalls.. as marketing

Kyle Cheung, co-founder of Greybeam, shares how his team built a tool that reduces Snowflake costs by 70-95%, without migration, drawing from multiple pivots over two years. The discussion covers their quirky marketing tactics and advice on fundraising as storytelling. This episode is brought to you by WorkOS . If you're thinking about selling to enterprise customers, WorkOS can help you add enterprise features like Single Sign On and audit logs. Links: • Kyle's Linkedin • Greybeam...

Dec 31, 202541 minEp. 169

Matt Klein - cofounder of Bitdrift: meeting developers where they are and early days of AWS

In this episode, Matt Klein (Bitdrift, Envoy) reflects on building EC2 in the early days of AWS, the reality behind AWS’s origins, and what Amazon’s customer obsession looks like from the inside. He then dives into creating Envoy at Lyft, the challenges of open source at scale, and spinning Bitdrift out of Lyft to focus on mobile observability. He shares how to meet developers where they are and what it takes to find product market fit. This episode is brought to you by WorkOS . If you're thinki...

Dec 19, 202549 minEp. 168

“I met my cofounder while gaming” - CEO of Northflank, Will Stewart

Will Stewart is the CEO and co-founder of Northflank, the developer platform. He shares how a teenage gaming side project turned into a self-service developer platform that runs complex workloads on Kubernetes across any cloud. He talks about meeting his co-founder online, fundraising and hiring remotely and why they took years to launch. He offers some interesting insights on dealing with bugs, product vision and changelogs. This episode is brought to you by WorkOS . If you're thinking about se...

Dec 10, 202545 minEp. 167

DevRel is unbelievably back - with swyx

In Shawn "swyx" Wang's third appearance on the podcast, we talk about his recent interview with Mark Zuckerberg and Priscilla Chan about AI in biomedical research, and the goal to understand and eventually eradicate all diseases. We also talk about how DevRel is unbelievable back, the challenges of uphill DevRel, the dynamics of the current AI investment bubble, and the new projects he is working on. This episode is brought to you by WorkOS . If you're thinking about selling to enterprise custom...

Dec 05, 20251 hr 4 minEp. 166

Growing Marimo's YouTube channel, with Vincent D. Warmerdam

Vincent D. Warmerdam from Marimo shares how they grew their YouTube channel for their Python notebook, using regular Shorts to reach thousands of new viewers each week. He talks about the importance of being genuinely excited about what you’re building and how consistent, authentic content can help both founders and creators connect with their audience. He gives practical advice and real-world insights for anyone interested in DevRel or growing a DevTool channel. This episode is brought to you b...

Nov 30, 202535 minEp. 165

How RevenueCat tore up the sales playbook, with Rik Haandrikman

Rik Haandrikman talks about sales incentives and growth at RevenueCat, and their creative approach to conferences. He explains why their sales team focuses on helping customers evaluate the product in their own way, how aligning incentives shapes company culture and how they make the most out of rare, compelling events. This episode is brought to you by WorkOS . If you're thinking about selling to enterprise customers, WorkOS can help you add enterprise features like Single Sign On and audit log...

Nov 21, 202539 minEp. 164

Baseten CEO and co-founder Tuhin Srivastava on inference and feedback loops

The episode features Baseten CEO and cofounder Tuhin, who shares Baseten’s journey from a small team in the pre-GenAI era to scaling rapidly and raising $150M in Series D funding. The discussion delves into building robust inference infrastructure for AI applications, navigating market shifts, and developing tools that prioritize speed, developer experience, and customer feedback loops. This episode is brought to you by WorkOS . If you're thinking about selling to enterprise customers, WorkOS ca...

Nov 14, 202524 minEp. 163

When sales and product led growth meet, with Railway's Angelo Saraceno

In this episode, Angelo Saraceno from Railway shares his experience balancing the technical challenges of building a developer-focused product with the realities of enterprise sales. They discuss how understanding customer needs beyond just features is crucial to growing a startup sustainably. Whether you're a founder or developer, this conversation offers valuable insights into turning good products into successful businesses without losing sight of the bigger picture. This episode is brought t...

Nov 07, 20251 hr 13 minEp. 162

Sales 101 with my ex-boss Guy Zerega (former Stack Overflow EVP)

Guy Zerega led sales and marketing at Stack Overflow, where he once hired me. Now he leads sales at Cyborg - they offer end-to-end encrypted inference data. This is a 101 on what matters in sales; especially to developers. This episode is brought to you by WorkOS . If you're thinking about selling to enterprise customers, WorkOS can help you add enterprise features like Single Sign On and audit logs. Links: • Guy's Linkedin • Guy's new startup, Cyborg...

Oct 31, 202537 minEp. 161

How can you actually use AI in DevTools content? With Victor Coisne from Strapi

Victor, VP of Marketing at Strapi, walks us through how AI can be used in content creation—what tools work, what to watch out for, and how you can try some of these techniques yourself. This episode is brought to you by WorkOS . If you're thinking about selling to enterprise customers, WorkOS can help you add enterprise features like Single Sign On and audit logs. Links: • Victor's X • Victor's Linkedin • Strapi • GrowthX • Kapa • Octolens • Semrush...

Oct 24, 202548 minEp. 160
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