Top Tech Jobs & Startup Jobs in Chicago, IL

Own day-to-day performance of outsourced BPO partners supporting patient-facing customer experience. Track metrics, identify root causes, lead improvement initiatives, align partner and internal teams, and build scalable processes. Manage BPO leadership relationships while improving conversion, quality, responsiveness, and patient satisfaction. Contribute to short-, medium-, and long-term BPO operations strategy.

The Chief of Staff will support the Clinical leadership team by driving cross-functional initiatives, managing operating rhythms, leading OKR and planning processes, coordinating meetings and onsites, drafting leadership communications, and developing durable governance processes. The role requires strong program management, organizational skills, writing ability, influence without authority, and comfort operating in ambiguity within a healthcare technology environment.

Lead Headway’s Web Platform team of five frontend engineers. Own frontend strategy, design systems, web architecture, accessibility, performance, testing, and agentic UI workflows. Hire and develop engineers, manage performance, align with Design and product teams, define roadmaps and metrics, and advocate for frontend standards company-wide. Remain hands-on with code and AI tools while evolving shared frameworks, tooling, documentation, and automated quality checks.

Leads clinical product strategy for payer and outcomes initiatives, translating behavioral health workflows, reimbursement requirements, and quality standards into product requirements. Partners with product, engineering, data, payers, and health systems to measure outcomes, improve clinical quality and safety, influence roadmaps, and represent Headway externally. Requires an active psychologist or psychiatrist license, extensive clinical experience, payer-facing expertise, claims or outcomes experience, and strong analytical and presentation skills.

Lead clinical product strategy for a digital mental healthcare platform. Embed behavioral health expertise into product design, AI governance, patient safety, clinical quality, and measurable outcomes. Translate clinical workflows into product requirements, guide safe AI-enabled features, monitor provider and patient outcomes, and align product, design, data, and engineering teams. The role requires a licensed psychiatrist or psychologist with substantial clinical experience and prior collaboration with product and engineering teams.

Build and manage patient lifecycle campaigns across email, SMS, push, and in-app channels. Own audience segmentation, campaign QA, experimentation, holdout measurement, and retention optimization. Partner with Product, Engineering, and Data Science to instrument events, develop notification infrastructure, and apply predictive personalization signals such as churn propensity and appointment readiness. The role requires hands-on campaign execution, strong lifecycle platform expertise, data fluency, and comfort operating in an ambiguous environment.

Leads patient and brand marketing strategy, product marketing, media planning, influencer campaigns, partnerships, creative strategy, and brand measurement. Owns awareness, trust, patient acquisition, funnel conversion, and marketing efficiency while managing budgets, testing campaigns, and building a high-performing marketing team. Partners across product and brand functions to create differentiated healthcare experiences and drive company growth.

Own the Supervisory Billing product end to end, including strategy, roadmap, revenue growth, state and payer expansion, operational scaling, and new product development. Lead cross-functional initiatives to expand the addressable market, improve efficiency for thousands of customers and appointments, and launch concepts such as a supervisor-supervisee marketplace.

Build and lead product and application security efforts, partnering with Product and Engineering on secure design, development, code reviews, vulnerability discovery, and security guardrails. Develop AI-native security tooling and support incident response, vulnerability management, penetration testing, and security operations. Help establish secure development practices and scalable security systems across Headway’s platform.

Leads and coaches a pod of 7–8 Business Development Associates responsible for outbound meeting generation. Owns funnel performance, quotas, qualification targets, coaching, call reviews, experimentation, hiring, and onboarding. Partners with regional and business development leaders to improve handoffs and meeting quality. The role has no individual quota and focuses on developing representatives and scaling outbound sales processes for healthcare partnerships.