Scaling DevTools

Jack Bridger
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Mar 22, 2026 • 46min

DatoCMS: bootstrapping to €6.5M ARR

Matteo Giaccone, co-founder of DatoCMS and ex-web-agency dev focused on simplicity and support. Stefano Verna, co-founder who led product and engineering during scaling. They discuss bootstrapping to €6.5M ARR, six-week shipping cycles and Shape Up, prioritizing simplicity over feature bloat, strategic tech and migration choices, and building trust through transparent support and refunds.
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8 snips
Feb 27, 2026 • 45min

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

Ahmad Sadeddin, founder and CEO of Corgea, builds AppSec tools to find, triage, and fix insecure code. He argues you can stay lean and raise only what’s needed to find PMF. He shares pivots during YC, how to hunt customer complaints, metrics that signal real demand, and ways to protect scalable customers while avoiding misdirecting one-offs.
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Feb 20, 2026 • 50min

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

David Hsu, founder and CEO of Retool, a low-code platform for internal tools. He recounts building Retool’s first prototype in weeks and landing early customers. Conversation covers shifting focus to semi-technical builders, how LLMs and agents give tools action, and the future of interfaces beyond screens.
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10 snips
Feb 15, 2026 • 42min

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

Louis Knight-Webb, co-founder of Vibe Kanban and former enterprise legacy-code builder turned open-source maintainer. He recounts pivoting from slow enterprise deals to a developer tool that hit 20,000 GitHub stars. Discussions cover designing workflows for AI coding agents, launching and growing via community contributions, and balancing open source with a hosted Teams offering.
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Feb 8, 2026 • 46min

The Roadmap to PMF (Jason Cohen's essay)

A clear breakdown of an eight-step roadmap from idea to product-market fit for developer tools. Topics include leveraging unique personal strengths, crafting a one-page strategy, and finding a plausible buying theory. Practical tactics for interviewing users, building a simple lovable complete MVP, and prioritizing sales and retention are covered. The conversation also tackles founder psychology and ruthless prioritization.
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Jan 31, 2026 • 26min

Product Market Fit - the only thing that matters

A deep dive into why market size trumps team or product when startups succeed. Discussion of how markets can pull products to success and why great products fail in weak markets. Practical signs that real product-market fit exists like explosive usage and customer pull. Tips on launching fast, iterating around customer demand, and how AI shifts PMF dynamics.
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8 snips
Jan 23, 2026 • 1h 1min

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

Christopher Burns, founder of c15t and Consent.io, builds developer-first privacy tools. He discusses creating an open-source cookie banner and a cloud consent backend. Conversations cover rapid prototyping, developer-focused design, performance as a differentiator, London vs San Francisco for startups, and strategies for ethical, customizable consent experiences.
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Jan 20, 2026 • 12min

The Amazon Web Services origin story (part 1)

Discover the fascinating origins of Amazon Web Services and its monumental impact on developer tools. Explore Werner Vogels' initial amazement at Amazon's scale and the early web hosting hurdles of 2004. Delve into the company's distributed systems and how rapid growth led to architectural bottlenecks. Hear about Bezos' vision for decoupling services through APIs and the lessons learned from early external partnerships. Finally, consider the strategic decisions that positioned Amazon to revolutionize cloud computing.
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Jan 9, 2026 • 49min

Adam Frankl returns to answer my TAB questions

Adam Frankl, a seasoned developer-marketing leader and author, returns to discuss the essentials for DevTool startups. He emphasizes the importance of defining the right problems for developers and shares insights on Technical Advisory Boards (TABs). Adam reveals effective interview techniques to surface developer pain points and how to synthesize findings using AI. He also highlights the challenges of maintaining TAB member enthusiasm and the significance of early user feedback in shaping products. Plus, he explores innovative ways to leverage long-form content and conversations for better outreach.
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Dec 31, 2025 • 41min

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

Kyle Cheung, co-founder of Greybeam, dives into how his startup slashes Snowflake costs by 70-95% without migration. He shares quirky marketing tactics, including a memorable toilet stall analogy to explain query size differences. Fundraising is transformed into storytelling, where connecting with investors through narrative is key. Kyle also discusses their onboarding process and the ideal customer profiles, emphasizing the playful nature of their marketing as a way to stand out in the B2B landscape.

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