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Principal Software Engineer, AI

PermitFlow· Engineering
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Hybrid (New York City, NY)$250k - $300k + equity + bonusFull-timePosted 1w ago

About the role

Hiring a Staff/Principal Engineer to build PermitFlow's core product AI Assistant, infrastructure, and workflow agents, with focus on agentic infrastructure, UX, and close alignment with customer needs in a hybrid NYC-based role.

Responsibilities

  • Own the agent architecture. Design the reasoning loop, planning and decomposition strategy, state and session model, and recovery behavior for long-running tasks.
  • Build the context layer. Retrieval, memory, and context-window management over project documents, jurisdictional requirements, prior submissions, and customer-specific conventions.
  • Design the action surface. Define the tools the assistant can call, the permissions model around them, and the human-in-the-loop checkpoints for actions that are expensive or irreversible.
  • Make evaluation the engine of progress. Stand up offline and online eval harnesses that measure task completion and failure modes. Build the iteration loop that lets the whole team improve agent quality on evidence.
  • Set the bar for the org. Establish the abstractions, SDKs, and review standards other engineers build agentic features on.
  • Stay close to the customer. Sit with permit coordinators and builders, watch the assistant fail in real conditions, and bring that back into the system design.

Qualifications

  • You've shipped an assistant or agentic product at meaningful scale
  • Deep, current knowledge of the agentic stack (tool calling and tool design, context engineering, memory, retrieval, orchestration patterns, etc)
  • You’ve built eval harnesses that changed what a team worked on, and you can articulate what makes an eval trustworthy.
  • You are a genuinely strong software engineer, not an AI specialist who needs someone else to make it production-ready. You’ve owned services in production and you write code that other people are glad to inherit.
  • You operate with earned authority. You influence through demonstrated judgment, working code, and clear writing rather than title or mandate.
  • 10+ years of software engineering experience with recent time spent building LLM-powered products.

Skills

Required:Agentic software engineeringProduct delivery with AI

Benefits

  • Competitive salary and meaningful equity in a high-growth company
  • 100% company-paid base medical, dental, and vision coverage for employees + healthcare FSA
  • 401(k) savings plan
  • Unlimited PTO and paid family leave
  • Home office & equipment stipend
  • Daily in-office lunch and dinner provided
  • Commuter benefits (pre-tax transit and parking)
Last updated Oct 14, 2026. Interested? Apply on the company site.
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About PermitFlow

TurboTax for Construction Permitting

Intuitive workflow software that helps general contractors and developers identify the optimal permitting process and needed application forms for a particular project, and then easily fill the relevant paperwork to prepare a robust application package.

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