Own strategic healthcare client relationships across deployment, go-live, adoption, retention, and expansion. Lead technical requirements for configuration and integrations, troubleshoot software and HL7 integrations, and drive client outcomes. Build scalable processes, tooling, and AI-powered systems while managing complex, high-stakes accounts with significant autonomy.

Chief of Staff supporting the CEO by running leadership operating cadences, planning, reporting, board and investor communications, and cross-functional special projects. The role also maps internal workflows, builds and deploys AI agents using Claude, HubSpot, APIs, and company data, establishes automation standards, and drives adoption across functions. Candidates need strong analytical, writing, systems-thinking, judgment, and execution skills, with 4–8 years of relevant experience.