Head of Product Strategy and Operations

Cayaba Care

Cayaba Care

Product, Operations
Remote
Posted on Mar 12, 2025

About Us:

The United States has the poorest maternal and birth outcomes of all developed countries with the underserved, Black, Brown, Indigenous communities disproportionately affected. Cayaba Care is working to drastically change the experience of affected communities by reimagining how we deliver meaningful and compassionate care to expectant moms.

Cayaba Care’s mission is to improve pregnancy, birth and the postpartum journey for women and their families by reimagining how maternity care is delivered. Our team is focused on building trust-based engagement and wrap-around support for expectant moms at home, in person and virtually to ensure they have all the social support they need for a successful and joyful pregnancy journey. We help our members with care navigation, doula support, assistance with lactation, nutrition, housing, transportation and a wide range of other needs. We leverage technology to support our virtual engagement that allows us to meet all our moms where they are.

We ensure that our members have trusted sources for support, resources, and information throughout their pregnancy, delivery and well into postpartum. Cayaba Care does not replace the primary obstetrician or doctor’s relationships. Instead, we support expectant mothers with all other health-related social needs not typically available through their doctors’ offices.

Our Values:

  • Empathy is at the heart of everything we do. We must always center the experiences of the mothers and families we serve, as well as support and uplift one another.
  • Collaboration is what makes us stronger. We achieve the greatest impact when we work together, share knowledge, and elevate each other’s strengths.
  • Resilience reflects our ability to push through challenges, adapt in a fast-changing environment, and remain committed to our mission no matter the obstacles.

The Role

The Head of Product Strategy and Operations is a visionary leader responsible for shaping the strategic direction of our product and ensuring that technology and operations seamlessly support maternal healthcare delivery. This role will set the long-term vision, define the roadmap, and drive execution once the member is registered through member experience and care delivery. The ideal candidate will have a deep understanding of value-based care, population health, and healthcare technology, ensuring that our product evolves to meet clinical, payer, and member needs.

As a key member of the Executive Leadership Team (ELT), this leader will act as a thought partner to the CEO, leveraging market insights, clinical validation, and data-driven decision-making to enhance our product offering. This person will ensure our product and technology platform drive superior member outcomes while aligning with payer incentives and compliance standards. The role also involves leading cross-functional teams, managing engineering and security consultants, and integrating third-party data to enhance our care model.

This role reports directly to the CEO and will manage the Care Delivery, Product, Engineering, and Technology teams.

Responsibilities

Strategic Product Vision and Leadership

  • Define and drive the strategic vision for our maternal health program, ensuring alignment with company goals and market demands.
  • Set and oversee the roadmap for program and product development, integrating care delivery technology, provider engagement, and member experience enhancements.
  • Establish the strategic bridge between the growth team and member experience, ensuring seamless transitions in the patient journey from enrollment to care delivery.
  • Lead the evolution of our maternal health program by integrating clinician-validated best practices, ensuring optimal outcomes for Medicaid and commercial populations.
  • Stay ahead of industry trends, competitor strategies, and best practices in maternal health to inform product and operational strategies.

Continuous Program Development and Innovation

  • Drive program development to align care models with technology solutions that enhance both provider and patient experiences.
  • Ensure our product meets desired clinical outcomes and collaborates effectively with clinicians on quality, compliance, and performance.
  • Work closely with team clinicians, ensuring our program is built with a deep understanding of real-world care delivery challenges.
  • Serve as a leader in translating healthcare needs into scalable, tech-driven solutions that drive both provider adoption and patient engagement.

Technology, Data, and Security

  • Oversee engineering team to ensure our platform continuously improves care experiences and member outcomes.
  • Manage and oversee security and compliance consultants, ensuring adherence to HIPAA and other regulatory frameworks.
  • Lead and guide strategic vision for technology utilization and integrations for the product and company.
  • Leverage analytics to inform product decisions, drive efficiencies, and optimize care team workflows.

People Leadership and Execution

  • Manage team members across technology, data, business operations, and strategic initiatives.
  • Lead strategic initiatives to optimize operational performance, ensuring a focus on accountability and measurable impact.
  • Foster a high-performing, mission-driven team committed to improving maternal health outcomes.

Qualifications

  • Bachelor’s degree in business administration, healthcare administration, technology, or a related field; advanced or clinical degree (MBA, MHA, MPH, RN, NP) preferred.
  • 10–15 years of experience in product strategy, healthcare operations, or technology leadership, with a strong preference for early stage (Series A) startup experience.
  • Strong expertise in value-based care models, maternal health, and/or population health program development.
  • Experience working at the intersection of healthcare delivery and technology, with an ability to bridge care team needs with scalable tech solutions.
  • Deep understanding of healthcare compliance, security, and data integration.
  • Strong background in iterative product development, particularly in tech-enabled care models.
  • Experience leading cross-functional teams and managing high-impact initiatives in ambiguous, fast-paced environments.
  • Passion for solving problems in maternal health and driving systemic change in healthcare delivery.

At Cayaba Care, we recognize that great talent deserves great rewards. The base salary for this role is $200,000 - $230,000 per year, depending on skills and experience. Our compensation is competitive and aligned with companies of our size and stage, but that's just the beginning. We offer a comprehensive benefits package designed to support you both professionally and personally:

Time Off That Works for You

  • Salaried (Exempt) Employees: Enjoy unlimited time off after the 90-day probation period.
  • Full-Time (Non-exempt) Employees: Receive three weeks of paid time off after the 90-day probation period.

Comprehensive Health & Wellness Coverage

  • Medical Insurance: Access top-tier healthcare through Independence Blue Cross, covering hospital, surgical, and prescription drug benefits. Coverage begins the first of the following month.
  • Dental Insurance: Coverage for preventive care, as well as basic and major procedures.
  • Vision Insurance: Coverage for routine eye exams and eyeglasses.

Security & Future Planning Options

  • Life Insurance: Financial protection for your beneficiaries.
  • Disability Insurance: Short-term and long-term coverage in case of illness or injury.
  • 401(k) Retirement Plan: Opportunity to save for the future (note: company contributions are not matched).

We’re building something great and want you to be part of it. If you're looking for a fast-paced, dynamic environment where your contributions make an impact, apply today!