Prescryptive Health, Inc. is seeking a Senior Director, Sales Operations to drive operational excellence and accelerate the commercial organization. This player-coach will partner closely with Marketing, Product, Finance, and Sales leadership to improve sales cycle efficiency, repeatable execution, pipeline governance, and forecast accuracy to accelerate revenue growth across the company.
What You’ll Do
- Own and scale the end-to-end sales operating model across all sales motions.
- Establish and enforce strong pipeline management, deal stages, and forecasting discipline.
- Improve forecast accuracy and sales cycle time through data-driven insights and operational rigor.
- Act as a strategic advisor to the CCO and commercial leadership team.
- Lead enterprise-level RFP and RFI strategy and execution, serving as a senior escalation point for complex opportunities.
- Partner with Sales to shape deal strategy, positioning, and win themes aligned to PBM buyer requirements.
- Interface directly with executive-level customers and prospects during strategic deal cycles.
- Own Salesforce data integrity, reporting, and analytics across pipeline, forecast, and performance metrics.
- Deliver executive-ready dashboards and insights to support decision-making and prioritization.
- Define and implement best practices for scalable sales operations and reporting.
- Design and implement repeatable, automated sales processes that improve efficiency and consistency.
- Streamline workflows across RFP management, deal reviews, approvals, and cross-functional handoffs.
- Balance structure with speed, enabling scale without unnecessary bureaucracy.
- Lead and mentor a small Sales Operations / RFP team in a hands-on, player-coach capacity.
- Partner closely with Product, Finance, Legal, Marketing, and Implementation to ensure deals are structured for long-term success.
- Drive alignment and accountability across stakeholders involved in the sales lifecycle.
- Apply AI-enabled tools to improve RFP content development, response quality, and turnaround time.
- Use AI to enhance pipeline analysis, forecasting accuracy, and performance insights.
- Identify opportunities to automate manual workflows and surface actionable insights from sales data.
- Champion responsible, practical AI adoption that improves efficiency without sacrificing accuracy or compliance.
What We’re Looking For
- 10+ years of progressive leadership experience in PBM with deep expertise in pricing models, guarantees, rebates, audits, and implementation considerations.
- Demonstrated ability to influence deal economics and enforce pricing discipline in an enterprise sales environment.
- Demonstrated experience leading and transforming a Sales or Revenue Operations function, including operating model design, forecast governance, pipeline discipline, and cross-functional alignment with leadership.
- Leadership of complex, enterprise RFP and RFI strategy, including shaping win themes, influencing pricing strategy, guiding executive presentations, and improving win rates through structured governance.
- Command of Salesforce and commercial analytics, with demonstrated experience designing data governance frameworks, improving forecast accuracy, and delivering board-ready pipeline and performance reporting.
- Proven ability to build commercial operating infrastructure from ambiguity, establishing disciplined processes, inspection rhythms, and scalable workflows in resource-constrained, high-growth environments.
- Executive presence with demonstrated ability to influence senior leaders, challenge assumptions, and represent the commercial organization in high-stakes internal and customer-facing settings.
Technical Stack
- Salesforce
Team & Environment
You will lead and mentor a small Sales Operations / RFP team in a player-coach capacity, partnering directly with the CCO and commercial leadership team.
Benefits & Compensation
- Compensation: $140k to $215k + equity (Stock options)
- Flexible time off, including 12 paid holidays
- 401k match
- 100% employer paid medical, dental, and vision premiums
- Company contribution to Health Savings Account
- Stock options
Prescryptive is an Equal Opportunity Employer. Prescryptive does not discriminate on the basis of race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. All employment is decided on the basis of qualifications, merit, and business need.
