Top Operations & Support Jobs

Provide high-level executive support to the Chief Product Officer and Chief Technology Officer. Own complex calendars, meeting preparation, travel, communications, follow-through, and executive operating systems. Coordinate R&D leadership activities, offsites, events, and team logistics while anticipating needs, exercising independent judgment, managing stakeholders, and ensuring commitments are completed.

Drive complex cross-functional initiatives, identify operational opportunities, build scalable workflows, analyze data, and deliver measurable improvements. The role owns initiatives from scoping through execution, coordinates stakeholders without formal authority, designs scalable systems and processes, and provides structured recommendations to support pod and organizational priorities.

Leads high-impact business operations initiatives, builds scalable processes and systems, analyzes complex data, partners with Product, Data, and Operations leaders, manages cross-functional execution, mentors team members, and builds a growing operations team to deliver measurable business results.

Lead Headway’s customer experience operation across Agent Success, Customer Care, Programs, and Systems, managing over 100 employees and 800 partner agents. Own end-to-end support quality, performance, staffing, forecasting, costs, training, QA, procedures, systems, and AI-enabled automation. Partner with Product and R&D to improve customer experience and reduce support demand while developing a high-performing leadership team.

Owns commercial KPI production, competitive intelligence resources, reporting cycles, and enablement infrastructure for Headway’s payer partnerships organization. The role drives strategic and operational workstreams, coordinates commercial reporting, supports team scaling, and applies AI tools critically to produce reliable recommendations. Success requires strong operational execution, resourcefulness, analytical problem-solving, and comfort working in ambiguity within a digital health environment.

Build, deploy, and iterate AI-powered revenue workflows to automate and scale provider GTM motions. Lead end-to-end Rev Ops initiatives from problem definition and data analysis through implementation, partnering with R&D and Data teams. Shadow reps to design usable processes, measure performance via quantitative analysis, and drive adoption and continuous optimization of AI-native tools and systems.