Startups

Head of Engineering

Leap · US (Remote) · Remote

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About Leap

Backed by USV.

About the role

Leap is entering a phase where engineering becomes a core source of company leverage. This is Leap’s first engineering leadership role. You will take a small, high-caliber founding team and build the engineering organization, technical foundation, and product velocity required to turn Leap’s data advantage into durable product advantage.

What they're looking for

  • You've built and scaled an engineering team from a handful of people into a high-performing org — you've owned hiring, set the bar, and closed exceptional engineers
  • You're AI-native: you've shipped AI systems in production with LLMs and agents, and you lead teams that do the same
  • You've operated at a high bar at organizations known for exceptional engineering — your track record speaks for itself
  • You're a lean player-coach who leads first but keeps the technical depth to make sharp architecture calls and own the roadmap
  • You've shipped production systems on messy, real-world data — not clean benchmarks — and you build for correctness when being wrong has consequences
More about this role

Leap is one of the fastest-growing benefits solutions and a category-defining pioneer in employer specialty pharmacy. We are reshaping how life-changing therapies are delivered and financed, ensuring patients get the treatment they need while employers finally get a fair deal.

Specialty drugs and infusions represent nearly 10% of all healthcare spend and are the fastest-growing cost category for employers. Leap tackles this challenge with a novel approach: eliminating hidden markups, expanding access to high-quality infusion providers, and bringing clarity and fairness to how therapies are priced and paid for.

We’re proud to partner with numerous Fortune 500 companies and leading TPAs. Each patient we serve creates immediate ROI: lower costs, improved access, and better care. Join us as we redefine what’s possible in specialty care.

Leap is entering a phase where engineering becomes a core source of company leverage.

This is Leap’s first engineering leadership role. You will take a small, high-caliber founding team and build the engineering organization, technical foundation, and product velocity required to turn Leap’s data advantage into durable product advantage.

Leap sits at a...

Read the full posting on Leap's site ↗

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