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Chief Product Officer

US - Remote

Transcarent is on a mission to make it easy for people to access high-quality, affordable care, all in One Place. Just like banking, travel, and retail have become seamless on your phone, healthcare should be no different.

We are the first and only Generative AI Powered platform in health and care offering an experience that people love. Imagine no complexity, no confusion, no training required.  Instead, an experience that is intuitive, delightful, and with consumer-grade simplicity in health and care.

The Opportunity

We are seeking a visionary, hands-on Chief Product Officer (CPO) to define and drive our product strategy. This leader will be an expert in designing Generative AI-powered platforms and ideally, bring prior experience or passion for transforming health and care. The CPO will bring proven credibility, deep product expertise, and the ability to inspire both inside and outside the organization.

The CPO will be tasked with building a seamless experience across multiple existing platforms and product lines. Success will require vision, adaptability, collaboration, and a relentless focus on making healthcare unbelievably easy for the consumer.

What You’ll Do

  • Set the Vision: Define and communicate a bold, consumer-first product vision that positions Transcarent as the category leader in AI-driven healthcare.
  • Deliver Consumer-Grade Simplicity: Create intuitive experiences where consumers need no “training” to navigate healthcare. 
  • Leverage AI & Data: Transform healthcare navigation from reactive to proactive, using AI-driven insights to guide members toward better choices, affordability, and outcomes.
  • Balance Vision & Execution: Build the future while leading day-to-day product execution in a fast-moving environment, investing in what makes sense and iterating quickly.
  • Collaborate Across Teams: Work closely with engineering, clinical, design, and commercial partners to deliver solutions that are not only functional but delightful.
  • Inspire & Influence: Serve as a credible, compelling spokesperson for Transcarent’s product vision—energizing employees, customers, partners, and investors.
  • Foster Team Culture: Operate as a true team player—confident but flexible, open to feedback, collaborative, and driven to build together.

What You Bring

  • Proven AI Product Leadership: Track record of building and scaling AI-enabled products that deliver measurable consumer impact. Healthcare experience a plus, but not required.
  • Consumer Product Mindset: Demonstrated ability to deliver consumer-grade simplicity at scale—creating intuitive, delightful, “no training required” experiences.
  • Comfort with Ambiguity: Thrives in gray areas, balancing short-term execution with long-term vision while adapting as new insights emerge.
  • Credibility & Presence: Recognized industry leader who can inspire confidence with investors, customers, and partners through expertise and thought leadership.
  • Hands-On Builder: Willing to roll up your sleeves in a lean, fast-moving environment; not just directing but actively contributing to execution.
  • Inspiring Communicator: Able to articulate a compelling story that motivates teams, customers, and stakeholders.
  • Collaborative Leader: Team-first orientation.  Confident, feedback-driven, and flexible in style.
  • Location: Ideally based in the Bay Area, though exceptional candidates elsewhere in the U.S. will be considered.

Why Join Transcarent?

  • Shape the future of healthcare by delivering the first truly AI-powered, consumer-grade health and care experience.
  • Opportunity to build a product that could redefine an entire industry—healthcare that is simple, seamless, and accessible.
  • Work alongside visionary leaders and innovators at the intersection of healthcare and technology.
  • Join a culture that values bold vision, humility, collaboration, and execution.

 

As a remote position, the salary range for this role is:

$320,000 - $350,000 USD

Who we are  

Transcarent and Accolade have come together to create the One Place for Health and Care, the leading personalized health and care experience that delivers unmatched choice, quality, and outcomes. Transcarent’s AI-powered WayFinding, comprehensive Care Experiences – Cancer Care, Surgery Care, Weight – and Pharmacy Benefits offerings combined with Accolade’s health advocacy, expert medical opinion, and primary care, allows us to meet people wherever they are on their health and care journey. Together, more than 20 million people have access to the combined company’s offerings. Employers, health plans, and leading point solutions rely on us to provide trusted information, increase access, and deliver care.

We are looking for teammates to join us in building our company, culture, and Member experience who:  

  • Put people first, and make decisions with the Member’s best interests in mind 
  • Are active learners, constantly looking to improve and grow 
  • Are driven by our mission to measurably improve health and care each day 
  • Bring the energy needed to transform health and care, and move and adapt rapidly 
  • Are laser focused on delivering results for Members, and proactively problem solving to get there 

Total Rewards 

Individual compensation packages are based on a few different factors unique to each candidate, including primary work location and an evaluation of a candidate’s skills, experience, market demands, and internal equity.  

Salary is just one component of Transcarent's total package. All regular employees are also eligible for the corporate bonus program or a sales incentive (target included in OTE) as well as stock options.  

Our benefits and perks programs include, but are not limited to:  

  • Competitive medical, dental, and vision coverage  
  • Competitive 401(k) Plan with a generous company match  
  • Flexible Time Off/Paid Time Off, 12 paid holidays  
  • Protection Plans including Life Insurance, Disability Insurance, and Supplemental Insurance 
  • Mental Health and Wellness benefits  

Transcarent is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you are a person with a disability and require assistance during the application process, please don’t hesitate to reach out!  

Research shows that candidates from underrepresented backgrounds often don’t apply unless they meet 100% of the job criteria. While we have worked to consolidate the minimum qualifications for each role, we aren’t looking for someone who checks each box on a page; we’re looking for active learners and people who care about disrupting the current health and care with their unique experiences. 

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