---
title: 'Staff Product Manager, Automation at Ascertain'
canonical: 'https://feeny.ai/job/staff-product-manager-automation-ascertain-new-york-k5dsyb5va4vd'
type: 'job'
last_seen: '2026-09-12'
---

# Staff Product Manager, Automation at Ascertain

- **Company:** Ascertain
- **Location:** New York, NY
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-08-17
- **Last confirmed live:** 2026-09-12
- **Apply:** https://jobs.ashbyhq.com/ascertain/7e2af58e-1cc8-4653-bdeb-cee952b27fc2

## 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 job

We're hiring a Staff Product Manager, Automation to own the core automation platform that makes this possible. This role sits at the intersection of LLM-powered agents, workflow automation, and healthcare operations. You'll work hand-in-hand with engineering, operations, and deployment teams to decide what our agents can reliably automate next, how we measure their performance in the real world, and how we scale across the many complexities of healthcare.

## What you'll do

- Own the roadmap for our automation vertical from problem definition and opportunity sizing through agent design, rollout, and measurable outcomes in production.
- Partner with operations and engineering to translate messy real-world workflows into agent-executable specs. Shadow ops teams, reverse-engineer payer portals, read denial letters, and turn all of it into structured requirements an agent can act on.
- Define the evaluation and observability story for your agents. Manage the metrics, evals, guardrails, and human-in-the-loop escalation paths.
- Prioritize ruthlessly across competing customer asks, platform investments, and net-new automation surfaces. Decide what becomes productized vs. what stays bespoke.
- Partner with GTM on positioning, pricing signals, and customer expansion - automation ROI is the story, and you'll help tell it with the data to back it up.

## What you'll need

- 8+ years of product management experience, with meaningful time spent on technical, platform, or workflow-automation products (not just consumer features).
- A demonstrated track record of shipping products that involve integrating with messy, legacy, or enterprise systems - EHRs, payer systems, ERPs, imaging systems, or similarly gnarly backends.
- Fluency with modern AI/ML systems - LLMs, agents, RAG, evals, tool use. You don't need to train models, but you need to credibly scope what an agent can and can't do, and push back when engineering over- or under-promises.
- Strong analytical chops - you're comfortable in SQL, notebooks, or whatever it takes to answer your own product questions without waiting on a data team.
- Experience working in zero-to-one or early-scaling environments where the product, the customer, and the operating model are all being figured out in parallel.
- Excellent written communication. You can turn a chaotic customer workflow into a crisp spec, a deployment postmortem into a roadmap item, and a technical tradeoff into a decision the exec team can make in ten minutes.

## How you can stand out

- Healthcare experience is a strong plus but we'll take a strong technical PM from an adjacent high-complexity domain who's hungry to go deep on healthcare.
- Builders encouraged. Whether an ex-engineer or a hobbyist that’s created tools for themselves, the best way to understand product is to have experience shipping yourself
- Ex-founders/early-stage employees. You’re willing to do whatever it takes to push the organization forward and have experience doing so.
- A genuine belief that healthcare administration is worth fixing.

## Benefits & 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.

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)

## Other roles at Ascertain

- [Director of Partner Solutions](https://feeny.ai/job/director-of-partner-solutions-ascertain-remote-1zbs2x0jwfnd)
- [Full-Stack Engineer](https://feeny.ai/job/full-stack-engineer-ascertain-new-york-vgybmc02fvjv) — New York, NY
- [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-ascertain-remote-rd1xdrv0j2nx)
- [Prior Authorization Assistant, Cardiology](https://feeny.ai/job/prior-authorization-assistant-cardiology-ascertain-remote-zhbcpz97d0wx)
- [Partner Operations Manager](https://feeny.ai/job/partner-operations-manager-ascertain-remote-ynnqc36wjtya)
- [Director of Partner Solutions - Cardiology](https://feeny.ai/job/director-of-partner-solutions-cardiology-ascertain-remote-ha0kkt1me6rt)