Head of Engineering

Department: Engineering

Location: San Francisco

Employment Type: FullTime

Endeavor is real-world enterprise AI.

Our software is the distribution layer for powerful AI models that will build the world.

Our belief is that AI will power many applications in legal, healthcare, and finance. But none are more important than building AI that can build the world around us. Especially the physical infrastructure that will accelerate the development of AI.

We focus on the building materials market, which is suffering from manual quoting, order entry, and pricing. These are a double whammy. They lose revenue for missed quotes and mispriced products. And they pay tons of people to make quotes and enter orders. AI solves that, so our product is flying off the shelves. After we dominate this market, we’ll go to other industries. But we have to win this market first - if we don’t, we don’t get to the next level.

While labs build the models of the future, we build the last-mile delivery for them. We must model complex environments, deliver reliable results, and bridge the gap between models and the antiquated ecosystems in which they must operate.

Our Principles

• We are bold, especially when the world tells us what we’re doing is impossible.

• We are truth-seeking, choosing clarity over comfort.

• We will win. And we work really hard to win.

The Role | Head of Engineering

The Head of Engineering is the technical and executional backbone of the company, responsible for translating product and business goals into fast, high-quality engineering output. This is a hands-on, player-coach role for a deeply technical leader who sets direction through architecture, judgment, and example. You will align and scale the engineering org while staying close to the code when it matters, unblocking constraints, parallelizing work, and keeping velocity high. Day to day, the role blends system design, selective IC contribution, mentoring engineers, and close partnership with product and leadership to build with speed, taste, and durability.

What We Require

• Exceptionally strong engineer with broad technical depth and high architectural judgment.

• Proven ability to lead without micromanaging; sets standards and direction, not task lists.

• Strong communicator with the backbone to make hard decisions and the openness to hear others out.

• Experience mentoring engineers and helping them grow technically and professionally

• Product- and business-minded; thinks beyond code to outcomes and tradeoffs.

• Comfortable operating at high intensity and startup cadence (including a 6-day work week).

• Generalist mindset preferred; strength across multiple systems and problem domains over narrow specialization.