Scaling DevTools

Jack Bridger
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May 7, 2026 • 28min

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 
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May 6, 2026 • 44min

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
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22 snips
May 1, 2026 • 41min

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

Charity Majors, founder and CTO of Honeycomb and author on observability, explains what changes as code generation gets cheap. She discusses why observability becomes the source of truth. She contrasts durable craftsmanship with disposable AI-generated code. She urges engineers to speak in business terms and to use fast feedback, guardrails, and platform investment to keep systems reliable.
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Apr 23, 2026 • 56min

Jakub Czakon - founder of Developer Markepear and former CMO of Neptune.ai (acquired by OpenAI)

Jakub Czakon, founder of Developer Markepear and former CMO of Neptune.ai, shares lessons from building marketing for AI devtools. He talks market choice and momentum. He explains shifting personas, pragmatic positioning over investor messaging, mining communities for authentic copy, and taking bold marketing risks. He emphasizes doubling down on what works and creative event tactics.
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Apr 16, 2026 • 12min

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 
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Apr 14, 2026 • 9min

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/ 
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Mar 29, 2026 • 46min

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 DeepTraceLinks:Andy's LinkedinDeeptrace
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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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