Leader, Sales Operations
Transcarent
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
About this role
As the Leader of Sales Operations, you will support our fast-paced and growing Commercial organization. You will drive core sales operations functions including sales forecasting, compensation design and administration, Salesforce management, and performance analytics. We’re looking for someone who can operate at both strategic and tactical levels – someone who’s just as comfortable building a forecast model or compensation plan as advising senior leadership on GTM strategy.
This is an ideal opportunity for a strong operator with a background in revenue operations or FP&A who thrives in high-growth environments and enjoys rolling up their sleeves to build systems, processes, and structure from the ground up.
You will be the strategic and operational leader to drive excellence across our Commercial organization. We are looking for an experienced leader with a demonstrated track record in organizational transformation with an ability to build scalable processes and align GTM strategy with execution. You will be the bridge between our go-to-market teams and financial strategy, ensuring efficient and predictable growth. This role will be responsible for developing and executing the annual sales plan, overseeing sales compensation, managing Salesforce infrastructure, and delivering data-driven insights to support sales growth. You'll work cross-functionally with executive leadership, finance, marketing, and customer success to ensure the sales organization is aligned, efficient, and empowered to hit our growth targets.
What you’ll do
- Sales Planning & Forecasting: Own the development and ongoing refinement of revenue forecasts in close partnership with Sales and Finance. Analyze pipeline coverage, conversion trends, and historical data to deliver accurate, data-driven projections. Work in close partnership with Deal Desk to align on pricing models and contract governance. Support annual sales planning and target-setting. Provide insights that drive predictable growth and help the organization course-correct in real time.
- Go-To-Market Strategy: Collaborate closely with Product, Marketing, and Corporate Strategy to align on go-to-market strategies, ensuring cohesive sales objectives and market positioning. Partner cross-functionally to translate strategic priorities into actionable sales roadmaps that drive revenue growth and market penetration.
- Sales Compensation & Territory Management: Manage the design, documentation, and administration of variable compensation plans across multiple sales functions. Ensure timely and accurate calculation, approval, and payment of commissions. Maintain and optimize territory and segmentation models to drive productivity and coverage. Expertise in capacity planning to optimize territory coverage and maximize sales productivity.Sales Analytics & Reporting: Develop and maintain reporting and dashboards in Salesforce, Excel, and Tableau. Create reports and dashboards that deliver accurate, actionable insights on KPIs such as win rates, pipeline coverage, and historical trends. Provide board- and executive-level performance updates.
- CRM & Sales Enablement Tools: Own day-to-day management and optimization of Salesforce and other sales tech tools. Drive improvements in data integrity, automation, and reporting functionality. Skilled in deploying AI tools and analytics to streamline workflows, personalize engagement, and accelerate revenue growth. Act as the business lead for tool implementation, adoptions, and continuous enhancement.
- Sales Process Optimization & Enablement: Responsible for building repeatable sales processes and workflows to ensure efficiency across all market-facing teams. Partner with Sales Enablement to ensure market-facing teams receive ongoing training and coaching.
- Budgeting & Expense Oversight: Track and manage vendor contracts, tool usage, and sales tech budgets. Partner with Finance to monitor budget-to-actuals and support headcount planning and spend tracking. Collaborate with Marketing on demand generation investment alignment
- Team Leadership & Development: Manage and develop a high-performing Sales Operations team. Foster a culture of accountability, collaboration, and continuous improvement. Ensure all teams are aligned with the company’s strategic objectives and deliver results that contribute to overall business success. Roll up your sleeves to work alongside the team to deliver on key initiatives.
What we’re looking for
- A minimum of 15 years of relevant experience in Sales Operations, Revenue Operations, or GTM-facing FP&A roles.
- Analytical mindset with the ability to turn data into actionable insights
- Innovative problem-solving skills with a forward-thinking approach in sales operations.
- Data analytics skills enable data-driven decision making and the ability to easily build reports and dashboards to analyze historical trends and forecasts.
- Strong understanding of healthcare revenue models including SaaS and utilization-based care delivery models.
- Ability to thrive in a fast-paced environment.
- Expertise in building and administering sales compensation plans.
- Financial acumen and experience in budgeting, forecasting, and performance measurement.
- Proven experience managing Salesforce and related sales enablement tools.
- Exceptional cross-functional collaboration and communication skills.
- Experience presenting to executive leadership.
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
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.