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Ascertain

Applied AI Engineer

Ascertain

AI Engineer building voice agents to automate healthcare workflows. Join Ascertain to transform healthcare with AI solutions that directly impact care teams and operational efficiency.

Posted 5/1/2026full-timeNew York City • New York • 🇺🇸 United StatesMid-LevelSenior💰 $130,000 - $175,000 per yearWebsite

Tech Stack

Tools & technologies
NoSQLPythonSQL

About the role

Key responsibilities & impact
  • Design, build, and ship voice agents that conduct outbound calls to payers - handling IVR navigation, hold queues, multi-turn dialogue with human reps, and structured data capture.
  • Integrate telephony, speech-to-text, text-to-speech, and LLM components into reliable end-to-end pipelines, and own them in production.
  • Build the evaluation and QA infrastructure that lets us measure agent quality, catch regressions, and continuously improve performance against real-world calls.
  • Develop and maintain the APIs and integrations that connect agent outputs to the rest of our prior authorization workflow.
  • Instrument everything: call outcomes, agent behavior, latency, failure modes - and use that data to make the next version better.
  • Partner closely with our operations and clinical teams to identify the highest-leverage workflows to automate next, and translate those into agent designs.
  • As the AI surface area at Ascertain grows, expand into other agent and LLM-driven systems across the product and internal tooling.

Requirements

What you’ll need
  • 4+ years of professional software engineering experience owning production systems end-to-end—from design through deployment, monitoring, and iteration.
  • 2+ years of professional Python experience building APIs, services, or data workflows.
  • Hands-on experience developing or deploying LLM-based applications or RAG systems in a real production setting (not just prototypes).
  • Comfort operating with ambiguity and shipping the first version of something that doesn't exist yet.
  • Strongly preferred hands-on experience with voice or conversational systems - IVR, call automation, speech-to-text, telephony APIs (Twilio, etc.), or conversational agents.
  • Experience implementing QA processes and evaluation frameworks for agentic or LLM-based systems.
  • Track record of building and maintaining RESTful APIs and third-party integrations.
  • Proficiency with observability and monitoring tools for production reliability.
  • Experience with version control and automated CI/CD deployment pipelines.
  • Comfort managing SQL or NoSQL databases for storing and analyzing interaction data.
  • Healthcare, payer, or revenue cycle domain experience (helpful but absolutely not required).

Benefits

Comp & perks
  • Meaningful work: Your work will directly impact healthcare organizations by reducing administrative burden and improving how care teams operate day to day.
  • Ownership and growth: You’ll join Ascertain at an early stage, with meaningful equity and the opportunity to shape our product, technical direction, and how this function evolves over time.
  • Competitive compensation: We offer a competitive salary, meaningful equity, comprehensive health benefits, and other standard benefits appropriate for a growing company.
  • Flexible work model: This role is remote-friendly. For NYC-based team members, we support a hybrid model with regular in-office collaboration. We trust people to manage their time and work like adults.
  • Collaborative team: You’ll work alongside a thoughtful, mission-driven team with backgrounds spanning healthcare operations, product, and engineering.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
PythonAPIsLLM-based applicationsRAG systemsIVRcall automationspeech-to-texttelephony APIsRESTful APIsSQL
Soft Skills
operating with ambiguityproblem-solvingcollaborationcommunicationiteration