Field CTO

Weave (YC W25) is building the definitive platform for understanding and improving how engineering teams work. We believe the way engineering output is measured today is fundamentally broken and that modern AI can give teams a far more accurate and actionable view of productivity, impact and collaboration.

Trusted by 200+ customers such as Robinhood, Rho, PostHog and Browserbase, we've delivered consistent double-digit month-over-month revenue growth since May and are looking to accelerate our growth.

As Weave's Field CTO, you'll be the technical face of Weave in the market. Part developer advocate, part executive advisor, part keynote speaker. You'll represent Weave at conferences and conventions around the world, earn the trust of CTOs and VPs of Engineering, and shape how the industry thinks about measuring engineering in the age of AI.

We've raised a $13.5 million Series A and are backed by Standard Capital, YCombinator, Moonfire, Burst Capital, IrregEx and the Agent Fund.

This is a rare opportunity to join at the ground floor and shape how millions of engineers and leaders understand engineering work.

WHAT WE'RE BUILDING

Weave is rethinking engineering output from first principles.

We use AI to:

• Understand how engineers actually work (not just what they ship)

• Surface meaningful insights about productivity, quality, collaboration and impact

• Help teams improve outcomes without vanity metrics or surveillance

Our goal is not to optimize for "more output," but for better engineering.

THE TEAM YOU'LL WORK WITH

You'll work directly with:

• Adam (CEO) – leads sales and customer discovery. Adam is a former sales executive at multiple high-growth startups and deeply embedded with customers and scaled multiple sales teams from $0-30M in ARR.

• Andrew (CTO) – previously a founding engineer at Causal, MIT alum. Andrew is deeply committed to providing the mentorship, ownership and growth he had as an early engineer.

This is a small, intense, highly collaborative team. You will have real ownership from day one.

THE ROLE

This isn't a traditional developer advocate role. It sits a level above. The closest thing we can describe it as is a mashup of keynote speaker, executive advisor, researcher, and evangelist.

You'll own Weave's technical voice in the market: on stage at conferences, in rooms with CTOs deciding how their org should measure engineering, and in the research and writing that shapes how the industry thinks about productivity in the AI era. Engineering leaders everywhere are asking the same question: "is AI actually making my team better?" The person who answers it credibly will define the category. We want that person to be you, wearing a Weave shirt.

You won't carry a quota, but you will move the business. You'll be measured on whether the market knows Weave, trusts Weave, and buys Weave because of the authority you build.

RESPONSIBILITIES

• Be Weave's face in the field. Keynotes, conference talks, panels, meetups, podcasts, conventions. You'll build and run our field presence, deciding where we show up and making every appearance count.

• Advise engineering executives. Act as a trusted, vendor-neutral-feeling advisor to CTOs and VPs of Engineering during evaluations, POCs, and long after the deal closes.

• Partner with sales. Provide executive air cover on strategic deals. Translate what Weave does (AI code analysis, integrations, velocity modeling) into narratives executives repeat internally.

• Feed the field back into product. You'll hear what hundreds of engineering leaders actually struggle with. Bring it home and sharpen our roadmap with it.

• Build the community. Cultivate lasting relationships with the engineering leaders we want as customers, champions, and friends of Weave.

• Be flexible: some days you're keynoting a conference, others you're whiteboarding a rollout with a customer's CTO or writing the talk that books the next ten meetings.

QUALIFICATIONS

MUST-HAVE

• 15+ years in software engineering, including senior technical leadership. You've been a CTO, VP of Engineering, Deputy/Field CTO, or run a platform or developer productivity org.

• Deep, lived expertise in developer productivity. You have real opinions on DORA, SPACE, and DevEx, and on where they break down in the age of AI, because you've owned the problem yourself.

• You write exceptionally well. Your posts, research, or essays have an audience because the thinking is sharp, not because the SEO is.

• Executive credibility. CTOs take your call, take your advice, and remember your name.

• Self-directed and wired for speed. You build the playbook; nobody hands it to you.

• Based in SF (in office when you're not on the road) with regular travel to conferences, conventions, and customers.

NICE-TO-HAVE

• Prior Field CTO, Chief Evangelist, or DevRel leadership role at a developer tools or infrastructure company

• You've delivered keynotes or major conference talks and can command a room of skeptical engineers as easily as a boardroom.

• An existing network of CTOs and VPs of Engineering who already trust you

• Experience supporting enterprise sales cycles as a technical executive

WHY JOIN

• Competitive pay + early equity

• Health/vision/dental insurance covered

• Free lunch/dinners/snacks

• Yearly team offsite with regular team events

• Yearly $500 learning/development stipend

• Get to work in SF with one of the fastest moving teams (99%+ percentile code output)

ABOUT THE INTERVIEW

1. 15-minute intro call

2. 45-minute interview with our CEO, Adam

3. 30-minute interview with our CTO, Andrew

4. Give us a talk: a 20-minute presentation on engineering productivity in the AI era, delivered as you would on a conference stage

5. Two reference calls

The Field CTO represents Weave's engineering productivity platform to technical executives and the wider engineering community. The role combines conference speaking, executive advisory, sales partnership, and customer-informed product feedback, with regular travel and an SF office base.

Role at a glance

Skills mentioned

What you will likely work on

• Represent Weave at conferences, panels, meetups, podcasts, and other industry events.
• Advise CTOs and VPs of Engineering during evaluations, proofs of concept, and after purchase.
• Support strategic sales efforts by translating product capabilities into executive-ready narratives.
• Bring customer challenges and field insights into product roadmap discussions.
• Build relationships and a community among engineering leaders and potential customers.
• Develop talks and written research on engineering productivity and AI.

Good fit signals

• Has 15+ years in software engineering, including senior technical leadership experience.
• Brings deep, firsthand expertise in developer productivity and can assess DORA, SPACE, and DevEx measures.
• Writes compelling research or essays and can communicate clearly with technical and executive audiences.
• Can operate independently, establish a field playbook, and move quickly.
• Prior Field CTO, Chief Evangelist, or DevRel leadership experience in developer tools or infrastructure is a plus; major speaking experience and enterprise sales support are also helpful.