Senior Applied AI Engineer - Offer Engine

Pivotal Health

$120K — $150K *
US-AnywhereRemote in New York, NY
Finance & Insurance
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in AI/ML engineering or data science roles
  • Strong familiarity with applied AI systems and production environments
  • Proven track record of shipping successful AI/ML models
  • Skills in experiment design, data analysis, and workflow optimization
  • Ability to translate complex real-world problems into actionable AI solutions
  • Demonstrated capability to balance business objectives with fairness constraints

Responsibilities

  • Own and enhance AI/ML systems impacting key business processes
  • Design, train, and deploy explainable models for claims offers
  • Build production workflows for decisioning and evaluation
  • Collaborate with cross-functional teams to define success metrics
  • Run experiments to boost model and workflow quality
  • Iterate on model behavior and improve operational efficiency
  • Contribute to system quality through testing and safety measures

Benefits

  • Competitive compensation, including equity
  • Full health, dental, and vision coverage
  • Retirement savings plan through 401(k)
  • Flexible time off
  • Opportunities for company-wide connection and events
Full Job Description
Summary

We're hiring a Senior Applied AI/ML Engineer to build and improve high-impact AI systems that sit directly in important product and operational workflows.

This role reports to the Head of AI/ML Engineering and is designed for someone who wants to work on applied systems, not research in isolation. You'll operate at the intersection of models, software, product workflows, and business outcomes. You will work on building models that produce optimal, fair, and defensible offers for insurance claims.

We are looking for product-oriented applied engineers who can move quickly, own meaningful surfaces, and turn ambiguous opportunities into shipped systems with measurable value. Some candidates may come from a classic ML engineering path. Others may come from data science-heavy environments where experimentation, optimization, decisioning, or marketplace dynamics were central. We're open to both, as long as you are excited to ship.

We also want someone who is AI-first in their own work. The right person will use AI actively in engineering, analysis, iteration, debugging, and experimentation, and will help the team build a strong AI-native way of working.

What You'll Do
  • Own and improve applied AI and ML systems that influence important business workflows.
  • Design, train, and deploy models that generate optimal, fair, and explainable offers for claims, balancing business objectives with fairness constraints.
  • Build and refine production workflows around generation, decisioning, retrieval, evaluation, and orchestration.
  • Work on concrete systems such as position statement generation, offer engine improvements, open negotiation agents, and configurable rules or decisioning systems.
  • Design and run experiments that improve model quality, workflow quality, and business outcomes.
  • Partner with product, operations, and engineering teammates to define success metrics and translate messy real-world problems into buildable systems.
  • Improve prompt, model, and workflow behavior through tight feedback loops and practical iteration.
  • Contribute to the engineering quality of these systems, including instrumentation, testing, rollout safety, and operational visibility.
  • Use AI as a force multiplier in your own work and help the team move faster by bringing strong AI-native habits.
  • Balance speed and rigor in an environment where shipping matters and iteration is constant.


Who You Are
  • In the first 6 to 12 months, strong outcomes in this role would include:
  • Measurable improvements in the quality, fairness, and defensibility of offers generated for claims.
  • Making clear improvements to position statement generation, offer engine behavior, open negotiation workflows, or related AI systems
  • Designing and running high-value experiments with real product or business impact
  • Reducing failure modes and increasing confidence in production AI workflows
  • Helping create stronger feedback loops between model behavior, operational workflows, and business outcomes
  • Becoming a trusted technical owner for an important applied AI surface
  • Contributing to a team culture that is both highly practical and highly capable with AI


Nice To Haves
  • Experience building optimization systems for pricing, bidding, or equitable decisioning.
  • Experience with applied ML, LLM systems, agent workflows, or decisioning systems in production
  • Experience designing and interpreting experiments, evals, or optimization loops
  • Experience in domains like marketplaces, pricing, ad tech, credit decisioning, lending, or revenue optimization


Benefits Include:
  • Competitive compensation, including equity
  • Full health, dental, and vision coverage
  • Retirement savings plan through 401(k)
  • Flexible time off
  • Opportunities for company-wide connection and events

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