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Founding AI Engineer

Pocket Remote, US

$150k Senior Full-time

*Founding AI Engineer at Pocket

About the Company**

At , we’re on a mission to transform the rehab therapy space with end-to-end, vertically integrated AI solutions. We’re backed by and our first product, insurance verification, is live with rehab therapy clinics processing thousands of verifications per month. This year, we’re rolling out a suite of new capabilities to streamline how rehab therapy clinics operate using LLM-based text and voice systems.

About the Role

You will report to and work closely with the , who has 8 years of experience developing text and voice AI products for both enterprise and early-stage startups.

We are looking for senior candidates who have operated in fast-paced, early-stage startup environments and exhibit strong engineering judgment around speed, reliability, and complexity trade-offs.

In this role, you’ll own the end-to-end development lifecycle, including data, evaluation, deployment, and reliability. We’re looking for candidates who thrive in high-trust, high-ownership environments.

Key Responsibilities

Build speech training & evaluation frameworks using prompt management, fine-tuning, and retrieval-based techniques
Implement document generation training & evaluation frameworks for clinical workflows
Develop test harnesses and monitoring systems for critical AI workflows
Continuously refine datasets and evaluation methodologies to improve model performance and real-world alignment
Build automated pipelines for training, deployment, and monitoring of AI systems

What We’re Looking For

5+ years of professional experience in applied ML, data science, or software engineering with at least 2 years in a startup environment
Experience developing training & evaluation frameworks for LLM-based speech processing, including ASR, diarization, TTS, and speech-to-speech systems
Experience deploying AI speech solutions in production settings using REST API’s, containerization and CI/CD pipelines
Strong Python expertise

Compensation & Benefits

$150K base salary

~0.75-1.0% equity (stock options) fully diluted at time of grant, vesting over 4 years with a 1 year cliff

Flexible PTO

Health insurance

Location

This is a remote position and the company is headquartered in New York City.

Our Hiring Process

Initial Screen (30 minutes)
Technical Interview (1 hour)
Systems Design & Behavioral Interview (1 hour)
Meet with CEO (30 minutes)
Meet with both co-founders (30 minutes)

First 60 Days

Deliver monitoring systems and evaluation harnesses for insurance voice and clinical documentation generation workflows
Drive a measurable improvement in the AI voice systems through targeted error analysis, data iteration, and model optimization
Ship 1-2 production voice agents for real-time insurance payer interaction
Improve the documentation generation system through prompt and fine-tuning based techniques
Collaborate with the CTO to deliver additional integrations and enhancements to the platform

Pay: $150,000.00 per year

Benefits:

Dental insurance
Health insurance
Paid time off

Work Location: Remote

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