
Principal Software Engineer, AI
PermitFlow19 hours ago
Base Salary
$250k - $300k/yr
Responsibilities
- Own the architecture for PermitFlow’s AI agents, including reasoning loops, planning, decomposition, state, sessions, and recovery behavior.
- Build retrieval, memory, and context-window management over project documents, jurisdictional requirements, prior submissions, and customer conventions.
- Design the assistant’s tools, permissions model, and human-in-the-loop checkpoints for expensive or irreversible actions.
- Create offline and online evaluation harnesses to measure task completion and failure modes and drive agent-quality improvements.
- Establish agent abstractions, SDKs, and review standards for other engineers.
- Work directly with permit coordinators and builders to understand real-world assistant failures and improve system design.
- Ship and maintain production software services and report directly to the VP of Engineering.
Requirements
- 10+ years of software engineering experience, including recent experience building LLM-powered products.
- Experience shipping an assistant or agentic product at meaningful scale.
- Deep, current knowledge of tool calling, tool design, context engineering, memory, retrieval, and orchestration patterns.
- Experience building evaluation harnesses and determining what makes evaluations trustworthy.
- Strong production software engineering experience with services and maintainable code.
- Ability to influence through technical judgment, working code, and clear writing rather than title or mandate.
Benefits
- Competitive salary and meaningful equity.
- 100% company-paid medical, dental, and vision coverage, plus a healthcare FSA.
- 401(k) savings plan.
- Unlimited paid time off and paid family leave.
- Home office and equipment stipend.
- Daily in-office lunch and dinner.
- Pre-tax commuter benefits for transit and parking.
- Hybrid schedule with three in-office days per week; NYC-based candidates or candidates open to relocation are preferred.
Categories
About PermitFlow
PermitFlow builds a SaaS platform that uses AI to manage construction permitting and other pre‑construction compliance for builders, contractors, and developers across the U.S. It centralizes permit applications, licensing, inspections, and closeouts, with software workflows and optional permit‑expediting services. The privately held company was founded in 2021 and is headquartered in New York, New York.