This is a people-first leadership role with real scale: you’ll lead multiple web engineering teams building reliable, accessible digital experiences used by millions. If you can balance strategy, delivery, and coaching leaders while keeping technical quality high, this is a high-impact seat.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health experience for individuals and communities. Their digital products help members access care, understand benefits, and make informed health decisions, supported by teams that prioritize quality, reliability, and inclusive experiences.
Schedule
- Full-time (40 hours/week)
- Remote role
- Cross-functional leadership across Product, Design, Mobile, Platform, and AI teams
- Work includes high-stakes delivery cycles (including Open Enrollment)
What You’ll Do
- Lead and develop engineering managers and staff-level engineers, building a culture of trust, accountability, and continuous improvement
- Own delivery outcomes for web initiatives, setting realistic commitments based on capacity, dependencies, and technical plans
- Partner with Product and Design leaders to align priorities, scope, and sequencing and turn strategy into execution
- Guide technical direction across modern web tooling (TypeScript, React, Redux, Playwright, and related systems)
- Drive operational excellence through observability, security, and post-incident learning
- Anticipate and manage delivery risk across complex, cross-team environments with shared dependencies
- Support hiring, onboarding, org design, and talent development so teams scale sustainably
- Represent web engineering in executive and cross-functional forums with clear, credible communication
- Champion inclusive, accessible, member-centric digital experiences aligned with CVS Health values
What You Need
- 10+ years of software engineering experience, including building modern web applications
- 5+ years of people leadership experience, including managing managers and senior technical leaders
- Strong understanding of modern web architectures (component systems, micro-frontends, CI/CD pipelines)
- Proven ability to lead teams through complex, high-visibility delivery cycles
- Experience partnering with Product, Design, and Platform teams in large, matrixed organizations
- Strong communication skills with both technical and non-technical stakeholders
- Bachelor’s degree or equivalent experience (high school diploma plus 4 years relevant experience)
Benefits
- Pay range: $100,000–$231,540/year (based on experience, location, and other factors)
- Eligible for a CVS Health bonus, commission, or short-term incentive program (in addition to base pay)
- Includes an equity award target as part of the company’s equity award program
- Medical plan options, 401(k) with company match, and employee stock purchase plan
- No-cost wellness programs plus confidential counseling and financial coaching
- Paid time off, flexible work schedules, family leave, tuition assistance, and more (eligibility varies)
This posting is expected to close 04/03/2026, so don’t wait if it’s in your lane.
If you’re the kind of leader who can protect team health while shipping high-quality web experiences under pressure, this role is a big swing in a very visible arena.
Happy Hunting,
~Two Chicks…