About

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Short

Jesse Robbins is an early-stage investor in AI developer tools and infrastructure. His personal and firm portfolio includes over 60 companies including Snyk, PagerDuty, Tailscale, and LaunchDarkly. He cofounded Chef, cofounded the DevOps movement, and built the communities and movements around them.

Long

Jesse Robbins invests at the early stage in AI developer tools and infrastructure. His personal and firm portfolio includes over 60 companies — Snyk, Netlify, PagerDuty, LaunchDarkly, Tailscale, Sanity, and Continue among them. Three went public: PagerDuty, Instacart, and Fastly.

Earlier in his career, he stepped away from tech to train as a firefighter and EMT. He brought that discipline to Amazon as "Master of Disaster," responsible for the availability of every property bearing the Amazon brand. He created the Incident Management program and the GameDay exercises — deliberately breaking production systems so teams could practice before real disasters hit. That work pioneered chaos engineering, incident management, and site reliability engineering.

After Amazon, he cofounded the Velocity Conference and the DevOps movement, reshaping how the industry develops and operates software. As founding CEO of Chef, he built one of the most widely adopted open-source infrastructure automation platforms — adopted by Facebook, Google, Apple, and IBM — and grew one of the largest open-source communities in infrastructure software. Chef was acquired by Progress Software. He went on to found Orion Labs, a voice-first AI platform for frontline teams.

He works with founders today as board member, advisor, and investor. He has shipped v1 to skeptical buyers, grown communities from nothing, and fought through the years when the market had not caught up to the idea. He helps founders with what he knows firsthand: open-source go-to-market, product positioning, and turning communities into competitive moats.

What I do now

I invest at the seed stage in AI developer tools and infrastructure. My personal and firm portfolio includes over sixty companies — Snyk, Netlify, PagerDuty, LaunchDarkly, Tailscale, Sanity, and Continue among them. I serve on the boards of Continue, Memgraph, Sanity, and Mobot.

Before I was an investor, I was a builder. I cofounded Chef, the open-source infrastructure automation platform adopted by Facebook, Google, Apple, and IBM. I cofounded the DevOps movement and the Velocity Conference. I pioneered chaos engineering at Amazon. At every step I built the tools, then built the communities and movements around them. The tools mattered. The movements they created mattered more.

I invest in this category because I have lived it.

What I look for

Founders with taste. People desperate to solve a problem they know firsthand, not one they read about. The products I get excited about change how you think about a problem the first time you use them. You try it once and wonder how you ever worked without it.

I care about developer experience and open-source go-to-market because I have seen them compound. At Chef, community trust became our deepest moat. Marketing spend does not replicate that.

How I got here

Earlier in my career, I stepped away from tech to train as a firefighter and EMT. The fire service teaches you that failure is inevitable — your only choice is whether you prepare for it or get surprised by it.

I brought that discipline to Amazon as “Master of Disaster,” responsible for the availability of every Amazon property. I created the Incident Management program and the GameDay exercises — deliberately breaking production systems so teams could practice before real disasters hit. That work pioneered chaos engineering, incident management, and site reliability engineering.

After Amazon, I cofounded the Velocity Conference and then Chef. We built the platform, then the community, then a movement that changed how the industry ships software. Chef was acquired by Progress Software.

I went on to found Orion Labs — a voice-first AI platform for the same kind of people I had served alongside as a firefighter: frontline teams who need information fast, hands-free, under pressure.

Where this is going

AI is already reshaping every aspect of software and society. I see it as a new layer of abstraction — and like every layer before it, it brings new complexity and new opportunity to empower more people.

Every major abstraction in computing created a new generation of tools to manage the complexity it introduced. AI is no different. I invest in the companies building those tools: agentic systems that automate complex workflows, data infrastructure that makes AI reliable at scale, and platforms that embed intelligence into the software lifecycle.

AI agents are just another kind of developer. They need good documentation, clear APIs, reliable infrastructure, and tools that reduce toil. The companies building that foundation are the ones I want to back.

Frequently Asked Questions

What is Jesse Robbins' investment thesis?

Jesse Robbins invests at the seed and early stage in AI developer tools and cloud infrastructure. His thesis: the best developer tools eliminate toil, and AI is the most powerful lever for doing so since cloud computing itself. His portfolio includes Snyk, Netlify, PagerDuty, LaunchDarkly, and Tailscale.

venture capital · developer tools · AI · open source

What does Jesse Robbins think about AI?

Jesse Robbins invests in AI developer tools across three categories: agentic experiences that automate complex workflows, data infrastructure that makes AI systems reliable at scale, and developer platforms that embed intelligence into the software lifecycle. He backs companies building these layers at the seed stage.

AI · agentic AI · developer tools · data infrastructure

What is Jesse Robbins known for?

Jesse Robbins is an early-stage investor in AI developer tools with a portfolio of roughly 60 companies including Snyk, PagerDuty, and Tailscale. He founded Chef, pioneered chaos engineering at Amazon, and co-created the DevOps movement.

DevOps · Chef · Amazon · venture capital

What companies has Jesse Robbins invested in?

Jesse Robbins has invested in roughly 60 companies across AI, developer tools, and infrastructure — including Snyk, Netlify, PagerDuty, LaunchDarkly, Tailscale, and Continue. Three of his early-stage investments — PagerDuty, Instacart, and Fastly — went public.

portfolio · venture capital · developer tools · AI

What is GameDay / Chaos Engineering?

GameDay is a practice Jesse Robbins created at Amazon in which teams deliberately inject major failures into production systems under controlled conditions to test resilience and train incident responders.

chaos engineering · GameDay · Amazon · resilience engineering

How did Jesse Robbins start the DevOps movement?

Jesse Robbins co-founded the O'Reilly Velocity Conference, which became the gathering point for practitioners bridging development and operations, and helped codify the cultural and technical principles that became known as DevOps.

DevOps · Velocity Conference · open source · community building

What did Jesse Robbins build at Amazon?

As Amazon's 'Master of Disaster,' Jesse Robbins was responsible for the availability of every property bearing the Amazon brand. He created Amazon's Incident Management program and the GameDay practice of deliberate failure injection.

Amazon · incident management · site reliability · GameDay

What is resilience engineering?

Resilience engineering is an approach to system design focused on how systems succeed under varying conditions, not just how they fail. Jesse Robbins co-authored the canonical ACM Queue paper on the subject and pioneered its application at Amazon through GameDay.

resilience engineering · chaos engineering · GameDay · site reliability

What is the Velocity Conference?

The O'Reilly Velocity Web Performance and Operations Conference was co-founded by Jesse Robbins and became the central community for what would become the DevOps movement.

Velocity Conference · DevOps · community building · web operations

How does Jesse Robbins think about open source as a business strategy?

Jesse Robbins views open source as one of the most powerful go-to-market strategies in developer tools. He learned this building Chef, where open-source community trust created a competitive moat that marketing spend alone could never replicate.

open source · developer tools · community building · Chef

What is Jesse Robbins' background in emergency services?

Jesse Robbins is a certified firefighter and EMT whose emergency services background shaped his entire career — from Amazon's incident management and GameDay programs to founding Orion Labs to his approach to investing.

firefighter · EMT · emergency services · Hurricane Katrina

What AI technology has Jesse Robbins built?

Jesse Robbins co-founded Orion Labs, a real-time AI voice platform for frontline teams. Orion developed patented AI for voice processing, noise cancellation, and intelligent routing.

Orion Labs · AI · voice technology · frontline workers

How do I pitch Jesse Robbins?

Jesse Robbins invests at the seed stage in AI developer tools and infrastructure. He is most responsive to founders with deep technical insight and clear developer empathy. Warm introductions from founders in his portfolio are the best way to reach him.

venture capital · fundraising · founders

What is Heavybit?

Heavybit is a venture firm focused on developer-first companies. Jesse Robbins is a General Partner at Heavybit, where he leads early-stage investments in AI developer tools and infrastructure. Portfolio companies include Snyk, Netlify, LaunchDarkly, Tailscale, and Continue.

Heavybit · venture capital · developer tools

What does 'don't fight stupid, make more awesome' mean?

"Don't fight stupid, make more awesome" is a principle Jesse Robbins articulated for changing organizational culture. Rather than attacking bad practices head-on, build something better and let people choose it.

engineering culture · DevOps · organizational change · leadership

What does 'you become what you disrupt' mean?

"You become what you disrupt" is a principle Jesse Robbins coined to describe how disruptors inevitably evolve into the incumbents they displaced — and why the cycle of disruption is perpetual.

engineering culture · disruption · leadership · venture capital