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Staff Engineer: AI & ML

Pylon

Salary not specified
Oct 17, 2025
Menlo Park, CA, USA • San Francisco, CA, US
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Pylon is aiming to automate mortgage underwriting by addressing hundreds of discrete verification, compliance, and validation steps within the existing mortgage industry's broken assembly lines and human-powered workflows.

Requirements

  • You've built large-scale production systems at high-caliber technology companies
  • You understand distributed systems, APIs, data consistency, and operational excellence
  • In the past 1-2 years, you've worked on a product that uses LLMs or ML in production
  • You understand when AI is the right tool and when it's not
  • You've dealt with the reality of prompt engineering, model evaluation, or integrating third-party AI services
  • You can look at a problem and know whether it needs an LLM, optimization algorithm, rules engine, or just solid code
  • You're comfortable evaluating build vs. buy decisions and vetting third-party tools

Responsibilities

  • take complex, open-ended problems and figure out how to solve them—sometimes that means LLMs, sometimes it's a rules engine, sometimes it's a vendor API, and sometimes it's just good code.
  • tackling these sub-problems one by one—each is greenfield and requires different technical approaches.
  • define the approach, architect the solution, write a significant portion of the code yourself, and ship it to production.
  • determine how to split up the work and set technical direction.
  • pick the right tool for each problem, then building production systems that work in a regulated environment.
  • work in our existing mortgage engine codebase, building new automation services that integrate with the platform.
  • build systems yourself, not just design them—you'll be writing ~50% of the time

Other

  • You'll be a founding member of our AI team, working directly with the CTO to automate mortgage underwriting.
  • As the team grows, you'll determine how to split up the work and set technical direction.
  • You'll be hands-on from day one. Week one includes taking an underwriter certification course to deeply understand the domain you're automating.
  • Ideally you've worked in fintech, healthtech, or another regulated space
  • You understand that moving fast doesn't mean breaking things