---
title: 'Forward Deployed Engineer at Ascertain'
canonical: 'https://feeny.ai/job/forward-deployed-engineer-ascertain-remote-rd1xdrv0j2nx'
type: 'job'
last_seen: '2026-09-12'
---

# Forward Deployed Engineer at Ascertain

- **Company:** Ascertain
- **Location:** Remote
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-09-09
- **Last confirmed live:** 2026-09-12
- **Apply:** https://jobs.ashbyhq.com/ascertain/f1860af4-35c7-4eb6-8c95-c3be860f4cfc

## Job description

Meet Ascertain Ascertain is building AI agents to automate the administrative work that burdens care teams. We are in major health systems and large specialty groups, saving hundreds of staff hours every week. Our backers include Northwell Health, New York’s largest health system, and Deerfield Management, a leading healthcare investment firm. Together, we’re on a mission to restore time, trust, and focus to the people who keep healthcare running. Our work is urgent — not because of startup timelines, but because our customers rely on us to drive financial resilience and operational clarity in a system under strain.

## About the role

As a Forward Deployed Engineer, you will own the full arc of a customer deployment: understanding a practice's workflows in depth, building the integrations that connect Ascertain's agents to their systems, and shipping the result into production. You will work directly with billers, referral coordinators, practice administrators, and clinical staff to map their processes, then translate what you learn into working software. The role combines substantive engineering work with sustained customer engagement. FDEs are the technical owners of their deployments—you’ll collaborate with the customer, write production code, and be the person in the room when customers raise difficult questions.

## What you'll do

- Embed with new and existing customer practices, remotely and on-site, to map prior authorization, referral, and related workflows end to end.
- Build and own the integrations that connect Ascertain's agents to customer systems: EHR APIs (Athena, eClinicalWorks, Epic, etc.), payer portals, fax and EDI, document intake, and the rest of the practice's stack.
- Configure and extend our agent platform for each customer—ontology, prompts, tools, guardrails, escalation paths—and harden what works into reusable patterns.
- Debug production issues across the full stack: data, prompts, APIs, UI, and the surrounding human workflow.
- Serve as the technical voice in customer conversations. Translate between clinical-operations language and engineering, and make informed decisions on what to build, what to configure, and what to decline.
- Surface learnings to the product and platform teams so patterns discovered once become reusable.

## What we're looking for

Required

- 5+ years shipping production code in a commercial engineering role.
- Fluent in Python
- Proficient with SQL, REST APIs, and at least one full-stack or front-end framework.
- A track record of delivering in environments where the problem was not fully specified - early-stage startup, consulting, applied research, or an operations-heavy role.
- Strong written and verbal communication. You can lead a working session with a non-technical practice manager and produce a concise specification afterward.
- Willingness to travel occasionally to customer sites.

Strongly preferred

- Healthcare experience: EHRs, claims and EDI (X12 270/271, 278, 837), HL7/FHIR, payer portals, RCM, or prior authorization workflows specifically.
- Production experience with LLMs or agent frameworks—prompt design, evaluations, tool use, retrieval, guardrails.
- Applied integration experience: OAuth flows, webhook plumbing, browser automation, PDF and document parsing.
- Prior experience as an embedded engineer working directly with enterprise customers.

This role will not suit you if

- You prefer a well-defined backlog of tickets.
- You are looking to specialize deeply in a single technical area.
- You do not want regular, direct customer interaction as part of your day-to-day work.

Why Ascertain? Make a real difference: Your work will directly impact healthcare organizations and improve patient care. Join Ascertain in transforming healthcare with AI!

## About Ascertain

## Company Overview
- **One-liner**: Ascertain provides an agentic AI platform that automates healthcare administrative workflows—prior authorizations, referrals, eligibility checks, care coordination, and claims management—across health systems, providers, and payers.
- **Entity Type**: Private (startup); raised $17.4M total (Seed + Series A)
- **Headquarters**: New York, New York, United States
- **Founded**: 2022
- **Founders**: Founded by a team of healthcare operators and technologists, including CEO Mark Michalski, MD (former healthcare executive) and CPO Eli Bernstein (others from Northwell Health and Aegis Ventures) [ascertain.com](https://www.ascertain.com/company) [linkedin.com](https://www.linkedin.com/company/ascertain-ai)

## Core Business
- **Primary industry**: Healthcare IT / AI-powered healthcare operations automation
- **Target customers**: B2B – health systems, specialty practices, management service organizations (MSOs), and health plans
- **Mission**: “To fundamentally transform medicine and create a more equitable healthcare future by addressing operational inefficiencies at scale” [linkedin.com](https://www.linkedin.com/company/ascertain-ai)

## Products & Services
Ascertain’s platform is a unified AI agent system that automates end-to-end care management and revenue cycle workflows. Key modules include:
- **Prior Authorization Automation**: Submits, reviews, and follows up on prior authorizations, reducing workload by up to 95% in pilot studies.
- **Referral Management**: Ingests unstructured data and automates referral processing.
- **Eligibility Verification**: Real-time checks integrated into existing workflows.
- **Care Coordination**: Automates discharge planning, care gap identification, and case management.
- **Claims Management**: Streamlines claims submission, denials, and appeals with built-in auditability.
- **Utilization Management**: Automates reviews and compliance checks.
- **Human-in-the-Loop**: Every process embeds human review for transparency and control [ascertain.com](https://www.ascertain.com/)

## Market Standing
- **Valuation / Market Cap**: Not disclosed
- **Key Metric (Total Funding)**: $17.4M (Seed $7.4M in March 2024, Series A $10M in May 2025)
- **Notable Investors / Partners**: Deerfield Management (Series A lead), Northwell Health (strategic partner and investor), Aegis Ventures (co-founder/sponsor) [linkedin.com](https://www.linkedin.com/company/ascertain-ai) [ascertain.com](https://www.ascertain.com/company)
- **Growth Signals**:
  - Headcount: 31 employees (93.1% YoY growth) [linkedin.com](https://www.linkedin.com/company/ascertain-ai)
  - Pilot with Northwell Health: reduced user clicks by 80% and authorization submission time by 67% [ascertain.com](https://www.ascertain.com/)
  - Partnership with The Oncology Institute (100+ oncology clinics) went live in 8 weeks [ascertain.com](https://www.ascertain.com/)
  - Partnership with Cardiovascular Associates of America (CVAUSA) [ascertain.com](https://www.ascertain.com/)
  - Claims ROI in under 90 days [ascertain.com](https://www.ascertain.com/)

## Competitive Advantages
- **Healthcare-native design**: Built by former healthcare operators who understand workflow complexity.
- **Agentic AI, not RPA**: Platform adapts to new rules in real time, ingests both structured and unstructured data, and operates with explainable, auditable guardrails.
- **Fast deployment**: Live in 8 weeks; ROI measurable in months.
- **Transparency & compliance**: Human-in-the-loop, built-in audit trails, and compliance-ready for healthcare regulations.
- **Strong partnerships**: Deep ties with Northwell Health (one of the largest health systems in the U.S.) provide real-world validation and data access [ascertain.com](https://www.ascertain.com/) [builtin.com](https://builtin.com/company/ascertain)

## Strategic Focus
- **Scale existing platform** across more health systems, specialty practices, and payers.
- **Expand automation** into denials management, population health, and care gap identification.
- **Deepen AI capabilities** while maintaining transparency and auditability.
- **Grow the team** (active hiring for product, engineering, and customer-facing roles) [linkedin.com](https://www.linkedin.com/company/ascertain-ai) [jobs.ashbyhq.com](https://jobs.ashbyhq.com/ascertain)

## Why Work Here
- **Mission-driven impact**: Work on reducing administrative burden that delays patient care; directly improve healthcare access and equity.
- **Culture**: “Clinicians, engineers, and business leaders” united by the belief that “less admin means better outcomes” [ascertain.com](https://www.ascertain.com/company)
- **Remote / Hybrid**: Some roles are remote (e.g., Brazil-based engineers), others are in-office or hybrid in New York. The company supports flexibility [builtin.com](https://builtin.com/company/ascertain) [linkedin.com](https://www.linkedin.com/company/ascertain-ai)
- **Engineering environment**: Apply cutting-edge AI (agents, LLMs, NLP) to real-world healthcare problems; work on a modern stack with fast iteration cycles.
- **Growth trajectory**: Rapidly growing startup (93% headcount growth YoY) with strong funding and strategic partnerships; opportunities for ownership and advancement.
- **Notable perks**: Not explicitly detailed, but typical for venture-backed AI startups (equity, competitive salary, mission-focused culture).

## Sources
1. [ascertain.com](https://www.ascertain.com/)
2. [ascertain.com/company](https://www.ascertain.com/company)
3. [ascertain.com/careers](https://www.ascertain.com/careers)
4. [linkedin.com/company/ascertain-ai](https://www.linkedin.com/company/ascertain-ai)
5. [builtin.com/company/ascertain](https://builtin.com/company/ascertain)

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