Job Description
About Pair Team
Pair Team is looking for a builder to deliver value at the intersection of healthcare and artificial intelligence. In this role, you’ll focus on fast iteration—prototyping and launching zero-to-one AI-powered experiences that directly improve outcomes for patients and unlock scale for our care teams.
You’ll leverage your deep knowledge of AI models, tools, and best practices to design intelligent workflows, automate decision-making, and enhance user experience. From LLM-integrated features to behind-the-scenes intelligent routing, you’ll be a key agent of Pair’s AI strategy—helping us learn quickly, ship responsibly, and deliver high-quality results even in ambiguous or high-risk environments.
In this role, you will:
- Rapidly prototype, test, and ship AI-powered features that solve real problems for patients and care teams
- Optimize for speed-to-learning—working in tight loops to validate assumptions and improve outcomes
- Apply modern AI patterns (LLMs, embeddings, RAG, agents, fine-tuning, etc.) in creative, practical ways
- Collaborate closely with product, engineering, operations, and clinical stakeholders to align AI efforts with user ...
The Real Dill ☘️
While Medicare Advantage has been in the news for years, Medicaid has been another huge challenge in the US. Often, patients using Medicaid have the fewest resources, suffer from a variety of intertwining comorbidities, and reduced service accessibility. More established companies like CityBlock have been built around supporting the Medicaid population, and newer players like Pair Team are continuing the fight for patients by connecting patients to high-quality resources near them, ranging from primary care to nutrition services to food pantries and more. Pair Team started in California, but it will be interesting to watch them grow, as Medicaid challenges are vast yet not uniform - each state has it's own Medicaid regulations, unlike Medicare's national-scale programs. (March 2025)
Jon Lee, PT, DPT, OCS, FAAOMPT, MBA
Pickle co-founder
About Pair Team
Virtual and community-based primary care platform for high-risk Medicaid patients
MissionTo connect underserved communities to high quality care.
Wow FactorClaims 34% reduction in ER utilization, reduced depression symptoms in 58% of patients, and reduced A1c scores in 62% of patients with diabetes
Company benefits
- 🔐 Health insurance
- 🦷 Dental
- 👀 Vision
- 🏦 401K/retirement
- 📈 Stock/equity
- 🏡 WFH stipend
Pickle is not affiliated with listed companies unless otherwise noted.
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