Senior Product Manager

About the role

Were building an AI system that learns from how domain experts make decisions and gets measurably better over time. The challenge isnt building another chatbot or copilot. Its designing a system that can extract structured intelligence from messy real-world professional workflows identify reliable patterns across many decisions and surface that knowledge to the point where its actually useful without requiring anyone to change how they work.

Youll be the founding partner on the pod embedded in a team of AI and software engineers. This isnt a conventional PM role. Youre the person who owns the seam between humans and the system runs a parallel build track so the pod isnt single-threaded on engineering and holds us accountable to whether the engine is actually learning.

Youll report to the Director of Product and interface regularly with the leadership team as the voice of the pod communicating progress surfacing blockers and translating system performance into strategic implications.

What youll do

• Sit alongside brokers. Watch them work. Try interaction patterns. Discover what human in the loop actually means in practice not as a phrase as a working interaction pattern.
• Ensure the team is solving the right problem. You are the interface between what brokers need and what the system can produce.
• Map workflows into tangible assets advice units and recommendations for brokers to act on.
• Design the feedback loops that allow domain experts to validate correct and enrich what the system surfaces without adding friction to how they already work.
• Stand up solutions brokers can touch by mid-week. Without blocking on the Lead AI Engineer. Youll use Claude Code Cursor Lovable v0 or whatever gets there fastest.
• Run the learning backlog. Track what weve learned about the engine what we still dont know and whether each iteration is closing the gap. This is interpretive work reading instrumentation forming hypotheses feeding them into the next cycle.
• Build instrumentation with the engineering team to track whether the systems intelligence is actually improving. If it isnt the answer is stop and you should find that useful not threatening.
• Author the metric system north-star driver and guardrail metrics tied to unit economics (revenue per FTE cost per case) and hold the team accountable to it.
• Recruit and run the pilot. Pick the first users yourself sell them on it walk each one through the system 1:1 and convert their feedback into the next build cycle. Adoption is yours to earn not GTMs to deliver.
  
  

About you

• Youve shipped AI products in production. Not pilots. Not evaluations. Real systems with real users including at least one with a feedback loop where human corrections improved the system over time.
• You build. You have side projects. You have artifacts youve shipped yourself. You can walk us through code youve personally written. Your daily workflow includes Claude Code Cursor Lovable v0 Replit or similar.
• Systems thinking: you design workflows feedback loops not feature sets. Youve thought seriously about how systems learn and improve over time not just how they process inputs. You connect the dots across systems and workflows
• Youve done 0-to-1. Youve defined success criteria for things that have never been measured. Youve shipped before requirements were clear. You found it energizing.
• Field research is a reflex. Dropped into a domain you dont know your first move is to sit with the people who do the work think ten practitioners shadowed and interviewed in your first two weeks and an artifact they rate worth using by week three.
• Experience in regulated or complex professional domains insurance fintech legal healthcare or similar fields where the signal is human judgment and the stakes of being wrong are real.
• Comfort with ambiguity: you can define and make progress on a problem when the requirements are incomplete and success metrics dont yet exist.
• You operate in writing. TL;DR-first updates standup recaps that read as decision logs and status reporting that separates shipped from in-flight from scheduled without inflating any of it. You can articulate technical tradeoffs to non-technical stakeholders and hold your own in architecture conversations with engineers.
• You have a real frontend foundation. Comfortable shipping working frontend prototypes yourself. You dont need to be a production engineer you need to be someone whos built and deployed at least one app can read and modify code and reaches for AI dev tools to stand something up by mid-week. Your FE foundation might come from undergrad CS classes a bootcamp a one-off course an early-startup role where you wore the hat or self-taught side projects. Recency matters less than whether the foundation is real.
• You run the analysis yourself. Given a book of business and a segmentation question you can pull the data (SQL/Snowflake) quantify the options and come back with a defensible cut numbers caveats and a named override rule. You know how to distinguish signal from noise in both qualitative feedback and quantitative instrumentation.

Nice to have

• Experience working with LLM-based systems extraction pipelines retrieval architectures structured generation or confidence calibration.
• Background in knowledge management expert systems or any domain where the core challenge was capturing and systematizing human judgment.
• Experience instrumenting products end to end defining events standing up dashboards and closing the loop from telemetry back into the roadmap.
• Prior startup experience or experience inside a company operating in a startup mode where shipping learning and pivoting happened in weeks not quarters.

What this role is not

• A feature PM role there is no inherited backlog roadmap or ceremony. Youll mint the teams operating rhythm yourself standups that end in decision logs milestone scoping a written cadence and run it.
• A stakeholder-appeasement role youll recruit pilot users run the rollout and own whether the field adopts what you ship but the output is measured system performance not stakeholder satisfaction.
• A role with fully defined success criteria youll help build those from scratch and you should find that energizing.
• A role where you need to already know insurance you need to be excellent at learning complex domains fast.

Vouch provides several benefits to help you bring your best self to work:

• Competitive compensation and equity packages
• Health dental and vision insurance
• Parental leave
• Flexible vacation time
• Wellness allowance
• Technology allowance
• Company-sponsored personal and professional development
• L&D: Partnerships with Ethena and monthly Lunch & Learns
• Wellbeing: access to many wellbeing perks including Peloton Fetch OneMedical Headspace care etc.
• Caregiver Support: company seed into the dependent care FSA and company sponsored membership.
• Regular performance reviews: Vouch conducts regular performance discussions with all team members offering goal setting and check-ins development discussions and promotion opportunities.

What to expect in a typical interview process:

(Please note these steps may vary slightly depending on the role)

• 30-minute phone call with our recruiting team
• 30-45 minute video interview with the hiring manager
• Case study/technical screen
• Meet the team! 30-45 min 1:1 video discussion with 3-4 team members youd work closely with in the role
• Executive chat
  
  

Compensation philosophy:

Our salary ranges are based on paying competitively for our size and industry and are part of our total compensation package which also includes benefits and other perks. We also include stock options in all compensation packages and believe all Vouch employees should have the opportunity to become owners in the company. Individual pay decisions are based on a number of factors including qualifications for the role experience level skill set location and business need. The pay range provided is subject to change and may be modified in the future.

Vouch believes in putting our people first and building a diverse team is at the front of everything we do. We welcome people from different backgrounds experiences perspectives and ranges of abilities. We are an equal-opportunity employer and celebrate the diversity of our growing team.

If you require reasonable accommodation to complete this application interview complete any pre-employment testing or otherwise participate in the employee selection process please direct your inquiries to.