About Transcarent

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

About this role

The Senior Specialist, Pricing & Deal Desk is a critical member of the pricing team responsible for executing pricing deliverables, supporting deal strategy, and maintaining pricing tools and data accuracy. This role ensures smooth pricing operations and accurate, consistent outputs across high-volume deals—primarily in RFPs, renewals, and cross-sells.

Working closely with the Pricing & Deal Desk team, you’ll support strategic pricing decisions through repeatable processes, while developing a deep understanding of pricing logic, costing, performance guarantees (PGs), and commercial positioning in the healthcare space. This is an excellent role for a detail-oriented, analytical professional who thrives in Microsoft Excel, loves clean data, enjoys crafting persuasive, value-driven content for proposals, demonstrates strong attention to detail and accuracy when working on contracts, and wants to build cross-functional skills across Sales, Solutions, Legal, and Finance.

What you’ll do
Deal Execution & Proposal Support

Own the completion of pricing sections for RFPs, BAFOs, contracts and other procurement documents
Draft and maintain pricing proposals, cost models, and performance guarantee documentation
Review and QA pricing calculators and proposals for accuracy before submission
Prepare supporting pricing materials for renewals and new business

Pricing Operations & Analytics

Maintain Salesforce pricing fields and ensure pricing data integrity
Update and manage the internal pricing database and reference library
Track and update dashboards related to pricing trends, utilization, and performance guarantees
Execute margin and costing analysis based on inputs provided by the pricing manager

Process Ownership

Support the intake and triage of new pricing requests
Organize and maintain pricing templates, summaries, and reference materials
Participate in continuous process improvement efforts across the deal desk function

Growth & Learning Opportunities:

Develop hands-on experience with utilization-based pricing, PEPM models, and PG structures
Gain exposure to pricing strategy across healthcare advocacy, virtual care, and specialty solutions
Build working knowledge of commercial contracts, pricing escalations, and deal negotiations
Learn to communicate pricing rationale to Sales, Legal, and other cross-functional stakeholders

Preferred Qualifications:

Bachelor’s degree in Business, Economics, Finance, Analytics, or a related field
2 - 4 years of experience in pricing, FP&A, financial analysis, deal desk, or proposal operations
Strong Excel skills required (nested formulas, pivot tables, VLOOKUP/XLOOKUP); comfort in complex spreadsheets
Familiarity with Salesforce, Qlik, Tableau, or similar CRM/BI tools a plus
Exceptional attention to detail and organizational skills
Strong written and verbal communication skills
Comfortable balancing execution speed with precision under tight deadlines
Curious, collaborative, and eager to learn from a high-performing pricing team

Additional Details:

This role supports a wide range of deal types, with an emphasis on SMB, Reseller, and Light-Touch Renewals
You’ll collaborate closely with Sales, Customer Success, Legal, and Product teams
Title and compensation will reflect experience level

The salary range for this role is:

$79800-$119700

Annual

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:

Comprehensive medical, dental, vision, life, and disability benefits, including access to Accolade Advocacy, Accolade Care, and Accolade EMO.

HDHP medical plan with generous employer contributions towards an HSA

401(k) Retirement Plan with matching employer contributions

Open Time Off

Accrued Sick & Safe Time Off

Generous Holiday Schedule + 5 floating holidays

Paid parental leave

Subsidized commuter benefits programs

Virtual access to coaching, self-care activities, and video-based therapy and psychiatry through Headspace

1 Volunteer day per year

Location
You must be authorized to work in the United States. Depending on the position we may have a preference to a specific location, but are generally open to remote work anywhere in the US.

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.

Accolade, Inc.

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Senior Specialist, Pricing & Deal Desk