Staff / Senior Staff Product Manager (Applied AI)

• We’re hiring a Product Manager, Applied AI to own PermitFlow’s core AI infrastructure and workflow agents. This is a role that will require UX and technical acumen to deliver high quality agents in a genuinely complex domain, while also up-leveling our core agentic infrastructure and data flywheel
• Submitting a permit means comprehending construction documents, extracting project details, confirming every requirement has been met and often filling in pdf forms. Errors compound across steps and a failed submission adds real cost for our customers as projects slow
• In this context, you will be asked to deeply familiarize yourself with PermitFlow’s users, customers and use-cases, so you can develop a blended strategy, supporting single-shot full automation where possible and utilizing human-in-the-loop patterns where human judgment is still required. This is not an incremental role, we are looking for someone who can have a major impact in how fast construction gets done in America, Canada and beyond
• The ideal candidate will mix an exceptional history of product delivery with true experience building AI and Agentic infrastructure from the ground up. You ship quickly, instrument everything, hold a high quality bar, and stay close to the users of what you build
• This role reports directly to our Head of Product. We’re hiring at Staff or Senior Staff, with the level based on past experience and interview performance
• You will operate across agent design, evaluation, and operational execution:
• Deliver our core set of workflow agents for permitting, enabling rapid comprehension of construction projects and accurate compliance submissions for permits and inspections
• Define what “reliable enough to submit” means at both the field and submission level, and own the quality bar that gates release
• Own our path to full automation, segmenting use cases and driving to single-shot submission where accuracy allows
• Design the architecture for assistive use cases, building the agents and tools that empower permit coordinators to move faster where humans-in-the-loop is the best solution
• Work with our operations org to build an evaluation and data flywheel through early testing, golden data set generation, and structured error analysis ahead of submission
• Build a durable design system around our data flywheel, ensuring that users can easily provide feedback on our Agents & AI products
• Build the internal toolset for testing, error analysis, and hill climbing that every team at PermitFlow uses to ship agentic work
• Serve as the internal applied AI expert for teams coming from more traditional software backgrounds

Benefits

• Equity packages
• 100% Paid health, dental & vision coverage
• Company issued laptop
• Home office & equipment stipend
• Lunch & Dinner provides via UberEats w/ a fully stocked kitchen
• Commuter benefits
• Team building events
• Unlimited PTO- Judgment on when to build an agent and when a simpler product or process change delivers more
• Direct ownership of the quality bar for a shipped AI/Agentic system
• Hands-on experience building evaluations, including experience with golden data sets, LLM-as-judge, human annotation, and online monitoring
• High sense of ownership, urgency, and accountability
• 7+ years of product management experience, or an equivalent track record in forward deployed engineering, applied research, or operations leadership
• Deep technical fluency and comfortable engaging engineering on technical concepts
• Ability to operate effectively in ambiguity and create clarity for cross-functional teams
• Track record of high quality delivery and increased scope across multiple roles
• Track record of partnering closely with operations teams and translating operational insight into product
• We’re looking for product leaders who have shipped AI into production in domains where accuracy carries real-world consequences