Senior ML Engineer

The Role

Truemed enables health and wellness merchants to accept $150+ billion in HSA/FSA funds. At the center of that is determining whether products qualify for pretax spending - a classification problem with regulatory, financial, and clinical consequences at scale. We solve this using cutting-edge ML technologies that enable us to scale the number of merchants and product categories we can support while maintaining industry-leading accuracy requirements. As a Senior ML Engineer, you will run the experiments that decide how that system improves, and ship the winners to production.

What you'll do

Run the experiments that move classification accuracy: form a hypothesis, test it against labeled data, and ship what wins

Design and iterate on classifiers that evaluate products against eligibility rules, across prompting, retrieval, fine-tuning, and multi-model approaches

Dig into misclassifications to find failure modes, and turn each one into the next experiment

Build and extend the evaluation sets and metrics that tell us when a model is better, including how we label ground truth

Track new models and research, and test the ones that could change our accuracy or cost curve

Extend classification coverage to new product categories as Truemed expands

Find new applications for our models and data beyond product classification, and prototype the ones worth pursuing

Collaborate with clinical ops and legal teams to turn eligibility standards into labeled data and testable system behavior

Write up results so the team makes model decisions from evidence, and help raise AI fluency across engineering

What you bring

5+ years of engineering or applied research experience, with at least 2 years of hands-on work with LLMs or other ML models on real problems

A track record of rigorous experiments: clear hypotheses, sound baselines, ablations, and conclusions you would defend

You thrive and enjoy looking at data with your eyes for hours and consider it part of the workflow in any ML work

Comfort designing evaluation methodology for AI systems - defining what "correct" means and measuring it

Hands-on experience with prompting, fine-tuning, retrieval, or agent design on foundation models (OpenAI, Anthropic, open-weight models)

Fluency in Python and enough engineering depth to take an experiment to production

Senior-level ownership: you've taken an ambiguous ML problem from first experiment to production on your own

Comfort with ambiguity - the right approach isn't always known upfront and has to be discovered through experimentation

Public evidence of how you run experiments: a paper, open-source ML work, or a technical write-up of results you would defend

Bonus: experience with healthcare or regulatory classification, or multi-model orchestration

About Truemed

Our mission is to help people take control of their health. Today, 95% of all medical costs go to treating illness. Our goal is to empower people to invest in healthy habits today rather than treating illness in the future. We do this by supporting these 5 habits that research shows are tied to significantly improved health outcomes: Eating healthy food

Getting an adequate quantity and quality of sleep

Increasing movement and exercise and reducing sedentary behavior

Reducing chronic stress

Increasing sunlight and minimizing environmental toxins

Today Truemed enables patients to use pretax HSA/FSA funds to buy healthy food, exercise equipment, and supplements. We support brands like Peloton, Eight Sleep, Momentous, and hundreds of others. We're building the infrastructure that allows health and wellness merchants to accept the $150+ billion tied up in HSA and FSA accounts. By allowing consumers to spend these pre-tax dollars on goods that make them healthier, we'll incentivize consumers to invest in their health and begin to reverse the explosion in chronic illness that's plagued the US for the last 50 years.

Compensation and Benefits

Comp and equity in the top decile for Series A startups. This position's pay band is $205k to $250k plus stock options

Comprehensive medical, dental, and vision insurance with employer-sponsored HSA contributions

401(k), unlimited PTO, remote work

Coworking stipend, L&D stipend

2x/year company offsites and 2x/year team offsites