Job Description

2 days ago Be among the first 25 applicants Get AI-powered advice on this job and more exclusive features. This range is provided by XSELL Technologies. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more. Base pay range $190,000.00/yr - $210,000.00/yr Additional compensation types Annual Bonus and Stock options Direct message the job poster from XSELL Technologies People & Culture | Human Resources | People Operations | Payroll About Us Ready to write your best chapter yet? We are a health‑tech startup that delivers real‑time Agentic Voice AI solutions for healthcare providers. Our platform combines state‑of‑the‑art conversational AI, deep speech technology, and secure, scalable cloud infrastructure to automate high‑volume patient interactions while maintaining a seamless human hand‑off. With a battle-tested Agent Assist product (10k+ concurrent calls), we are uniquely positioned in the Agentic Voice market to support seamless handoffs during this AI transition, and we are doubling down on fully automated voice workflows. The Opportunity Reporting directly to the Chief Product Officer (CPO), you will own the end‑to‑end engineering roadmap, people strategy, and technical architecture that power our next‑generation Agentic Voice platform. You will start by managing ~15 engineers (mix of FTE and contractors) and quickly scale the team to 25+ while leading the build of our entirely in-house Agentic Voice platform, building a multi‑tenant runtime, and achieving thousands of concurrent HIPAA‑compliant calls with sub-second P99 latency. What You’ll Do Set the technical vision for our Voice Platform, Studio (self‑service builder), and Analytics products—making explicit, data‑driven trade‑offs that balance speed, reliability, and cost. Lead architecture & delivery of our in‑house conversational engine (Python, Kafka, K8s, Twilio/WebRTC) and unify shared services with our legacy Agent Assist application. Own execution discipline: implement lightweight metrics for cycle‑time, deploy frequency, incident rate, and cloud spend; drive predictable sprint/PI cadences. Grow & mentor the team: hire, coach, and retain senior ICs and future engineering managers; foster a culture of psychological safety, rapid experimentation, and design‑review rigor. Ensure compliance & security across HIPAA, SOC 2, and HITRUST; partner with DevOps and Data teams on audit readiness. Collaborate cross-functionally with Product, Design, Data, and Sales to translate company OKRs into technical roadmaps. Represent engineering in exec meetings and, as needed, with prospects and strategic partners. What You’ll Bring 8+ years of professional software engineering experience, including 3+ years leading teams of 15‑40 engineers in a high‑growth environment. Track record of shipping real‑time voice or conversational‑AI systems (Rasa, Dialogflow, Twilio Voice, WebRTC, Amazon Lex, or similar) at scale. Hands-on expertise in Python, distributed systems (Kafka, Redis, Postgres), and container orchestration (Kubernetes/EKS). You still enjoy reading PRs and diving into tricky latency bugs. This is a must, you should have one of the strongest engineering minds at the company. Working knowledge of HIPAA/SOC 2 or other regulated‑data constraints; experience balancing security with speed. Experience building or migrating off third-party platforms to in-house solutions and driving the associated change‑management. Proven ability to recruit, develop, and inspire senior talent while nurturing early‑career engineers. Strong communication skills—you translate technical risk into exec‑friendly narratives and can whiteboard with ICs. Location Able to be in our Chicago West Loop office 3 days per week (Tue–Thu core collaboration days). Hybrid flexibility for deep‑focus work. OSS contributions to Rasa, LangChain/LangGraph, Vosk, or other voice/AI projects. Prior success integrating analytics/BI into customer‑facing products (dbt, Snowflake, Superset, etc.). Network in the Chicago tech community for recruiting top talent. Why You’ll Love It Here Mission with impact: help health systems reach more patients, reduce wait times, and improve outcomes. Ownership: direct influence on product direction, technology choices, and team culture. Growth: major upside opportunity in one of the fastest-growing markets in the world. Competitive compensation: market salary, meaningful equity, and full benefits (medical, dental, vision, 401k, unlimited PTO). Modern stack: Python, LangGraph, Kafka, K8s/EKS, AWS, Terraform, TypeScript/React, Snowflake. XSELL is committed to a culture of teamwork where everyone works together to plan, do, learn, and continuously improve. We accomplish that by staying true to our core values. Best Chapter: Every XSELLer is plugged in and focused on writing their “best chapter yet”, both personally and professionally. We believe in working hard to achieve success, but that success only comes if we are doing it together. We do this with a high level of humility, integrity, and compassion towards our coworkers. We celebrate and recognize each other and have a lot of fun along the way. Know Us By Our Results: We do what we say and say what we do. Our coworkers and clients will “know us by our results” – we welcome that and embrace transparency and measurement. Do It The XSELL Way: Together we are building an inclusive culture full of top-performing, talented people that are striving towards common goals with resilience. People will admire not only the work we do but also that we “do it the XSELL way” – as one team. We do this through strong communication, collaboration, and accountability to each other. Open for Business: We are always “open for business” – fiercely committed to improving ourselves, our team, and our company. We stay curious and approach every situation as an opportunity to learn and grow. Conversations Happen In the Room: Feedback is imperative to our collective success. We approach the “conversation in the room” with respect, empathy, and candor. Our dialogue with each other is always open and honest. XSELL Technologies is an Equal Employment Opportunity Employer and all employment decisions shall be made without regard to age, race, creed, color, religion, sex, national origin, ancestry, disability status, veteran status, sexual orientation, gender identity or expression, genetic information, marital status, citizenship status or any other basis as protected by federal, state, or local law. Seniority level Seniority level Director Employment type Employment type Full-time Job function Industries Software Development and Hospitals and Health Care Referrals increase your chances of interviewing at XSELL Technologies by 2x Inferred from the description for this job Medical insurance Vision insurance 401(k) Paid maternity leave Paid paternity leave Disability insurance Get notified about new Head of Engineering jobs in Chicago, IL . 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