Olive’s AI workforce is built to fix our broken healthcare system by addressing healthcare’s most burdensome issues -- delivering hospitals and health systems increased revenue, reduced costs, and increased capacity. People feel lost in the system today and healthcare employees are essentially working in the dark due to outdated technology that creates a lack of shared knowledge and siloed data. Olive is designed to drive connections, shining a new light on the broken healthcare processes that stand between providers and patient care. She uses AI to reveal life-changing insights that make healthcare more efficient, affordable and effective. Olive’s vision is to unleash a trillion dollars of hidden potential within healthcare by connecting its disconnected systems. Olive is improving healthcare operations today, so everyone can benefit from a healthier industry tomorrow.

This role and eventual team will build and maintain responsibility for market analysis and product effectiveness to drive influence into new product creation across Olive’s product offerings. To ensure the right measurements and gauges are put in place in evaluation of market fit for new products, members of the Portfolio Analytics team can be more successful (and influential) having demonstrated strategic and operational clinical workflow experience in the provider and/or payer space while simultaneously demonstrating strong product discipline.

Leaders in the portfolio team will be highly strategic and innovative in defining the market sensors, imperatives, and criteria on a product by product basis that will ultimately rollup to overall portfolio success metrics. The ideal candidate will have demonstrated experience in aligning the needs of our customers against a competitive landscape while quantifying and qualifying opportunities to align and influence Senior Executive stakeholders and peers across a heavily matrixed organization. Stated plainly, how are all our products performing in an aggregate view? This will require an individual who can go deep into exactly which factors contribute to product success and assess where market opportunity exists. This position will report directly to the Senior Vice President, Product Portfolio.


  • Developing a support model to provide reliable data infrastructure, powerful reporting, actionable insights, and analytics tools
  • Lead the process of turning business questions, risks and issues into verifiable hypotheses, creating experiments and analysis to test them and make recommendations based on the analysis
  • Design and create reporting solutions, including semantic layers, dashboards, forecasts, ad hoc analyses, and statistical models
  • Prioritize and execute projects and initiatives that take insights to actions - ultimately delivered as data and model-driven product
  • Providing a data-driven perspective to executive leadership
  • Identify the key business drivers, SaaS metrics and develop a company-wide understanding for why these metrics are essential, how they are measured and the levers that be influenced for enhanced success
  • Develop analytics and measurement standards for tracking the health of established KPIs and product initiatives based on analytics best practices.
  • Making data available and usable to key stakeholders is essential to enabling evidence-based decision-making
  • Cultivate a data driven decision making culture
  • Taking ownership of BI, Analytics, and Reporting to supply needs for the business growth
  • Communicate findings on a regular basis to all levels of management, including senior executives
  • Designing and implementing analytics solutions that enable consistency & scalability with cross-functional teams
  • Develop the proper documentation and a universal data lexicon that will enable other people to quickly get up to speed
  • Participate in data governance processes required to ensure data integrity and information optimization
  • Proactively identify opportunities across the company to improve the quality of data collection and refine operational processes that drive scalability and efficiency
  • Eventually build and grow a product analytics team to scale the efforts of Portfolio as the org scales


  • 8+ years of relevant experience (Product, Innovation, Healthcare Payer)
  • Focus on data driven decision making and learning by experimentation
  • Experience with tools to analyze, manipulate and visualize datasets (e.g. SQL, Excel/Sheets, Salesforce, Tableau/Looker/Klipfolio, Python).
  • Preferable, experience in process automation
  • Degree in business, computer science, statistics, applied mathematics or other quantitative field
  • Strong ability to communicate complicated and nuanced insights in accessible language to relevant stakeholders

At Olive, we're committed to growing and empowering an inclusive community within our company and industry. This is why we hire and cultivate diverse teams of the best and brightest from all backgrounds, experiences, and perspectives across our organization. Research shows that oftentimes women and other minority groups only apply to open roles if they meet 100% of the listed criteria. Olive encourages everyone — including women, people of color, individuals with disabilities and those in the LGBTQIA+ community — to apply for our available positions, even if they don't necessarily check every box on the job description.


This job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee. Duties, responsibilities and activities may change or new ones may be assigned.

This job description does not constitute a contract of employment and Olive AI, Inc. may exercise its employment-at-will rights at any time.


We take the health and happiness of our employees seriously and consistently evaluate new ways to provide an amazing place to work. From retirement planning, to a wellness program designed to actively incorporate mental and physical wellness into daily interactions amongst fellow Olivians, we make sure to take care of our own.

  • Health, Dental, and Vision insurance that starts on your first day at Olive with 100% of premiums covered for team members and 75% covered for dependents
  • Monthly Grid stipend to cover work related expenses
  • Unlimited PTO
  • Telemedicine
  • EAP/Mental health resources
  • Getaways by Marriott Bonvoy
  • Family-building and fertility support via Kindbody
  • 12 weeks of parental leave
  • 401(K) match
  • Wellness program
  • Stock Options
We're a community of women leveraging our connections into top companies to help underrepresented women get the roles they've always deserved. Simultaneously, we work to build truly inclusive hiring processes and environments where women can thrive and not just survive.
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Senior Director, Product Portfolio (Healthcare Payer Innovation) - Remote