Ascertain · 1 day ago
Forward Deployed Engineer - Remote
United States
Full-time
Remote
Mid, Senior Level
$130K/yr - $175K/yr
4+ years expAscertain is building AI agents to automate the administrative work that burdens care teams. As a Forward Deployed Engineer, you will work closely with customers to translate their workflows into production-grade solutions and help shape the product to meet real-world needs.
Artificial Intelligence (AI)Health CareMedical
Responsibilities
Understand the reality of complex systems in healthcare organizations
Translate customer workflows and edge cases into production-grade solutions
Integrate systems, extend workflows, and build features
Identify patterns and feed them back into the core product
Help define the playbook for the Forward Deployed Engineer role
Collaborate closely with product and engineering teams
Travel occasionally for customer meetings
Qualification
Required
Strong communication skills and experience in a customer-facing role
Several years of experience as a software engineer, with a track record of shipping production systems and owning work from ambiguous problem definition through delivery
4+ years of experience in full stack development using Python, FastAPI, and TypeScript
Strong programming skills with experience building or integrating with external APIs, third-party systems, or imperfect data sources
Comfort working at the intersection of product, engineering, and customers — including translating real-world needs into scalable technical solutions
Proven ability to manage complexity and context-switch across multiple workstreams without losing momentum or detail
Preferred
A strong sense of ownership: you take responsibility for outcomes, not just tasks, and follow problems through to resolution
Comfort operating in ambiguous, evolving environments, with the ability to create structure as priorities shift
Thoughtful technical judgment, including knowing when to move quickly and when to invest in durability, reuse, or productization
A collaborative, low-ego mindset grounded in curiosity and empathy for how customers actually work
Interest in helping build something bigger than your individual contributions, whether that's shaping playbooks, mentoring others, or taking on leadership responsibility as the team grows
Benefits
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.
Company
Ascertain
Ascertain empowers care teams with AI to reduce admin burden and streamline operations for health systems, payers & providers.
11-50 employees
Funding
Current Stage
Early StageTotal Funding
$17.38MKey Investors
Deerfield Management
2025-04-22Series A· $10M
2024-03-28Seed· $7.38M
Leadership Team
Mark Michalski
Founder and Chief Executive Officer
John Beadle
Founding Investor and Board Member
Recent News
2025-11-27
Toi Management, LLC
2025-11-14
Company data provided by crunchbase