ascertain - Technical Customer Engineer

• This role requires frequent, unscripted conversations with hospital administrators, billing teams, and clinical operations staff. You need to communicate clearly, build rapport quickly, and hold your own in rooms where you're the only technical person. • Proven experience working directly with customers or external stakeholders in a technical capacity, not just presenting to them, but diagnosing problems, gathering requirements, and explaining technical tradeoffs in plain language. • The ability to build trust with people who aren't engineers: billing managers, revenue cycle directors, clinical operations leads. You're someone they feel comfortable calling when something isn't working. • Comfort navigating ambiguity. Customers don't hand you clean specs. You figure out what they need, often before they can articulate it themselves. • 4+ years of experience as a software engineer, with a track record of shipping production systems end-to-end. • Full-stack experience with Python (required), FastAPI and TypeScript (preferred). • Experience building or integrating with external APIs, third-party systems, or imperfect data sources. • You write solid, reliable code. You don't need to be the strongest engineer in the room, but your work needs to hold up in production and you need to understand systems well enough to make good decisions independently. • You take ownership of outcomes, not tasks. When something breaks for a customer, you don't wait for a ticket to be assigned. • You have good judgment about when to move fast and when to invest in something durable. Not everything needs to be generalized, and not everything should be a one-off. • You're interested in helping build the playbook for how Ascertain works with customers, not just executing against an existing one. • Why Ascertain? Make a real difference: Your work will directly impact healthcare organizations and improve patient care. Join Ascertain in transforming healthcare with AI!