Full-Time

Senior Director

Pricing

Transcarent

Transcarent

501-1,000 employees

On-demand medical access and delivery

Compensation Overview

$175k - $225k/yr

+ Stock Options + Bonus

Remote in USA

Remote

Category
Finance & Banking (2)
,
Required Skills
Excel/Numbers/Sheets
Requirements
  • 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
Responsibilities
  • 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.
Desired Qualifications
  • 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.
  • Salary range: $175,000—$225,000 USD

Transcarent runs a digital health platform for individuals, families, and employers, offering 24/7 access to doctors via chat, personalized care guidance from health concierges, and doorstep medication delivery. Members join through employer plans or directly, then use the app or website to chat with doctors within 60 seconds, receive tailored care help, and order medicines to be shipped to their home. It differentiates itself by pairing immediate medical access with concierge support and cost transparency, supported by subscription options for employers and premium plans for individuals. The goal is to make healthcare less confusing, simpler to navigate, and more affordable by delivering easy access to care, trusted guidance, and clear information.

Company Size

501-1,000

Company Stage

Series D

Total Funding

$424M

Headquarters

San Francisco, California

Founded

2020

Your Connections

People at Transcarent who can refer or advise you

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Simplify's Take

What believers are saying

  • Bluespine expands payment integrity across 100% of medical and pharmacy claims.
  • The Accolade acquisition deepens advocacy, expert opinions, and primary-care workflows.
  • The 98point6 acquisition strengthens virtual care and same-day clinician access.

What critics are saying

  • Accolade integration failure can destroy employer trust and trigger customer churn.
  • AI-driven care recommendations create clinical error and procurement-freeze risk.
  • Savings disputes during renewals can force pricing pressure or contract losses.

What makes Transcarent unique

  • Transcarent combines WayFinding navigation with agentic AI for self-insured employers.
  • Anjali Jameson now leads product strategy and AI-powered healthcare experiences.
  • The platform serves over 1,700 employers and health plans, supporting 21 million members.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Company Match

Unlimited Paid Time Off

Paid Vacation

Mental Health Support

Wellness Program

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

-5%

2 year growth

-6%
Business Wire
Mar 17th, 2026
Transcarent partners with Bluespine to tackle $300B healthcare fraud with AI-powered payment integrity

Transcarent has launched a payment integrity category in its Experience Store through a partnership with Bluespine, an AI-driven health technology company. The initiative aims to help self-insured employers detect overbilling and reduce waste in healthcare spending. Fraud, waste and abuse account for an estimated 3% to 10% of total US healthcare spending, representing over $300 billion annually. Unlike traditional audits that review limited claim samples, Bluespine analyses 100% of medical and pharmacy claims using AI to identify overpayments, policy violations and billing errors. The platform supports both prepayment review and post-payment recovery, validating claims against employers' specific plan documents, coverage exclusions and negotiated rates. Every identified issue is documented with clear evidence tied to plan language or billing guidelines, enabling streamlined recovery without disrupting member experience.

Business Wire
Jan 9th, 2025
Transcarent To Acquire Accolade

Transcarent, the One Place for Health and Care, and Accolade (NASDAQ:ACCD), a leader in health advocacy, expert medical opinions, and primary care, an

FinSMEs
May 2nd, 2024
Transcarent Raises $126M in Series D Funding

Transcarent, a San Francisco, CA-based healthcare platform provider, raised $126m in Series D funding

Business Wire
Mar 8th, 2023
Transcarent to Acquire 98point6 AI-Powered Virtual Care Platform and Care Business

Transcarent, a health and care experience company that makes it easy for people to access high-quality, affordable care announced plans to acquire the

FinSMEs
Jan 11th, 2022
Transcarent Raises $200M in Series C Funding

Transcarent, a Palo Alto, Calif.-based health and care experience company, raised $200m in Series C funding