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Probook

Senior Software Engineer - Infrastructure

Posted 5 Days Ago
In-Office
Manhattan, NY
200K-250K Annually
Senior level
In-Office
Manhattan, NY
200K-250K Annually
Senior level
Build Probook’s infrastructure foundation across agent development, developer tooling, real-time AI products, distributed systems, reliability, observability, and cloud optimization. The role owns infrastructure end to end, including agent sandboxes, evaluation systems, CI/CD, deployment workflows, workflow orchestration, production reliability, and performance. This is a greenfield, in-office role requiring broad technical ownership and close collaboration in a fast-growing startup.
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Who we are

Probook is the AI operating system for home services. We started with dispatch, the decision that determines how a $750B industry makes its money, and have since built across the rest of the front office. Our customers do $10M to $100M a year in revenue and run their operations on us.

Dispatch was the first step. The harder problems are ahead of us.

Our team: 2x IMO medalists, 3x ICPC World Finalists and coaches, a Columbia professor, former founders, MIT, Waterloo, GT, and engineers from Citadel Securities, Stripe, Palantir, Two Sigma, and Meta.

What we want you to own
  • Product infrastructure. Build and operate the infrastructure behind our real-time decision systems — durable execution, workflow orchestration, reliability, and performance for products customers run their business on.

  • Agent infrastructure. Build the sandboxes, evaluation infrastructure, and harnesses our engineers use to develop and ship agent workflows, including the compute environments agents execute in.

  • The developer platform. CI/CD, deployment, local development, and internal tooling — the abstractions that let the team ship in days rather than quarters.

  • Reliability and observability. Instrumentation, monitoring, incident response, and debugging tooling for systems whose failure modes are often probabilistic rather than deterministic.

  • Cost and scale. Cloud and inference costs as the product footprint grows, and capacity and architecture decisions made before they become bottlenecks.

  • Partner across engineering. Work directly with the product engineers building on your infrastructure, and with the customers affected by it.

Who this is for
  • 3–6 years of engineering experience with meaningful ownership of infrastructure you built rather than inherited.

  • Zero-to-one experience. You've built infrastructure from scratch at a startup, or stood up new systems on a team inside a larger company.

  • Strong infrastructure fundamentals across distributed systems, cloud infrastructure, networking, CI/CD, and observability.

  • Real software engineering. Infrastructure at Probook means writing code and owning complex systems end to end, from design through production.

  • Breadth over depth. You'd rather build new systems than operate mature ones, and you move up the stack when that's where the problem is.

  • Judgment. You know when a system deserves careful architecture and when it deserves to be finished this week.

Compensation & Benefits
  • Equity: Meaningful early-stage equity

  • Salary: $200K – $300K

  • Health: Comprehensive medical, dental, and vision

  • Perks: $500 monthly Ramp card for commuting, meals, gym, etc. (plus $25 in nightly meal delivery credit) and really good office snacks

  • Access: Direct access to world-class investors and advisors

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