Harper

Harper

Staff Engineer, Engineering Productivity & AI Quality

San Francisco · Staff+ · Part-time

Sponsorship not specified$253k-$308kDetected 51 days ago
RailsCI/CDMachine LearningLLMsLogisticsCommunication

About the role

  • Our agents write code, serve customers, assemble submissions, and make decisions that move revenue - and AI-generated code volume has pulled the scaling problem forward.
  • If the rails are strong, twenty engineers operate like a hundred; if they're weak, velocity turns into drag and the CTO becomes the rail - which doesn't scale.
  • This is the founding seat for that machine.

Responsibilities

  • Every great AI company ends up building the same invisible machine: the harnesses, tests, instructions, and review loops that let a small team ship with impossible leverage.

Requirements

  • Production AI/ML systems experience (agent harness, eval frameworks, LLM-as-judge graders, prompt/context engineering), even if it's not your primary stack.
  • You can describe a specific lint rule, integration test, or eval-harness pattern you built that kept a class of bugs out of production for good.

Nice to have

  • If "Engineering Productivity" sounds like dashboards and roadmaps, this isn't it.
  • We measure ourselves on rework prevented and confident-ship time, not artifacts produced.
  • This is a founding seat with founder and CTO access and a mandate to encode taste into systems the whole org runs on - which is high-leverage and high-scrutiny in equal measure.
  • A rebuild this large doesn't happen part-time or by committee.
  • The right person reads the intensity as the reason to take the seat.
  • developer platforms at an AI-native company
  • custom lint/structural-test authoring at scale
  • agent harnesses (sandboxing, isolation, execution environments)

Compensation

  • $253,000-$308,000 cash (base + target performance bonus), plus competitive equity.

Benefits

  • Uber commuter benefits; breakfast, lunch, and dinner provided; snacks and coffee stocked; free gym membership; health, dental, and vision.

Company info

  • the harnesses, tests, instructions, and review loops that let a small team ship with impossible leverage.
  • At Harper that machine is existential.
  • Even with a 20-person engineering team, our coding agents create the surface area, review burden, and architectural drift of a 100-person org.
  • Harper is an AI-native commercial insurance company, based in San Francisco and built from scratch.
  • Most knowledge work is judgment locked inside people's heads - the exceptions, the precedents, the decision traces no one ever wrote down.
  • Converting that judgment into software is one of the largest human-to-computational transitions still in front of us, and we think the most honest place to prove it is the hardest one: commercial insurance, a trillion-dollar industry that is still, even now, more than 90% done by hand.
  • We're not patching legacy workflows or adding a copilot to them.
  • We're rebuilding the business so that AI does the work and people do the judgment that AI can't yet - and then teaching it that, too.
  • ~1,000 new customers a month and roughly 100x growth in the past year.
  • That pace sets the culture.
  • We're on-site in San Francisco, in the building together, working long days to high standards - because a rebuild this large doesn't happen part-time or by committee.
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This listing is sourced directly from Harper's careers page and normalized into a canonical job model.