Reporting to the SVP, Finance, the Senior Director, Pricing will lead Transcarent’s enterprise pricing strategy, serving as a strategic partner to executive leadership across Finance, Sales, Product Solutions, and Sales Operations. This role is responsible for designing, governing, and evolving pricing frameworks that balance growth, profitability, competitiveness, and value delivery across Transcarent’s products and services.
The Senior Director, Pricing will bring rigor, transparency, and scalability to pricing decisions, enabling data-driven tradeoffs, consistent deal execution, and long-term margin expansion in a rapidly growing healthcare technology environment.
What you’ll do
Lead Enterprise Pricing Strategy & Governance
- Lead a central deal desk function that enables consistent, disciplined pricing decisions.
- Define and evolve enterprise pricing frameworks that balance profitability, competitiveness, and customer value across ASO, value-based care, and SaaS-like pricing constructs.
- Own pricing governance, including approval flows, pricing guardrails, documentation, and ongoing auditability.
Drive Strategic Deal Structuring & Execution
- Support sales teams on complex or non-standard deal pricing — creating flexible yet disciplined approaches that protect unit economics and accelerate close rates.
- Develop margin-centric playbooks, concession matrices, and pricing decision tools for quota-carrying field teams.
Modeling, Insights & KPI Strategy
- Partner with Strategic Finance to build robust pricing models (PMPM, bundles, usage-based, value-based, outcome-linked pricing).
- Define pricing KPIs and dashboards to monitor function productivity and inform leadership decisions.
- Lead scenario analysis (“what-if” modeling) for strategic initiatives, new offerings, and market expansions.
Cross-Functional Enablement
- Collaborate with Product, Clinical/Actuarial, Legal, FP&A, and RevOps on pricing approaches for product launches, renewals, and contractual innovations.
- Align pricing strategy tightly with corporate financial goals and unit economics targets.
Team Leadership & Capability Building
- Mentor and scale a high-performing pricing team.
- Promote pricing discipline and analytic rigor throughout the organization.
- Improve pricing tools and tech stack to automate insights and self-serve analytics.
What we’re looking for
- 12+ years of progressive experience in pricing strategy, strategic finance, revenue strategy, deal desk leadership, or related roles — ideally in high-growth SaaS, healthcare technology, or B2B enterprise environments.
- Proven leadership in developing and executing pricing strategies that support both growth and profitability
- Demonstrated leadership of pricing governance, frameworks, and operational rigor at scale.
- Strong analytical foundation with the ability to build pricing models and articulate tradeoffs between margin, competitiveness, and value.
- Strong analytical and modeling skills, with the ability to evaluate tradeoffs across margin, competitiveness, and customer value
- Comfort with financial modeling, pricing analytics tools, CRM/CPQ platforms, and advanced Excel
- Experience working cross-functionally between various stakeholders and influencing senior executives decisions through clear, and data-driven insights
- Ability to partner with senior leaders across Finance, Sales, Product, and Legal to align on strategy and decisions.
- Excellent communicator and storyteller — able to translate complex analysis into clear recommendations.
- Bachelor’s degree in Finance, Economics, Business, or a related field is required
- MBA or advanced degree strongly preferred
Nice to have
- Background in healthcare or digital health pricing, including employer-sponsored pricing, value-based care, or clinical cost modeling.
- Experience serving enterprise sales teams with complex negotiations and contract arrangements.
- Familiarity with integrating pricing strategy with actuarial and clinical data to reflect cost and value outcomes.
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.
