SureCost is transforming pharmacy procurement and inventory management for healthcare organizations nationwide. Our platform helps pharmacies and health systems reduce drug spend, improve compliance, optimize purchasing workflows and gain real-time operational visibility across the procurement lifecycle. Trusted by thousands of pharmacies and healthcare organizations, SureCost delivers measurable ROI in one of healthcare’s most operationally complex and highly regulated environments.
As the company enters its next phase of growth, SureCost is expanding its enterprise go-to-market motion and seeking an experienced Chief Revenue Officer to help scale revenue operations, enterprise sales execution and organizational maturity.
SureCost is seeking a highly analytical, operationally rigorous and execution-oriented CRO to lead the company through its next stage of commercial scale.
This is not a “vision-only” executive role. We are looking for a proven operator who has successfully helped scale a B2B SaaS company from approximately $10M to $60M+ ARR within a complex, regulated industry such as healthcare, pharmacy, life sciences, fintech or other compliance-driven environments.
The ideal candidate combines strategic thinking with deep operational discipline. They are highly data-driven, grounded in metrics and forecasting accuracy, and capable of building scalable enterprise GTM systems across sales, customer success and revenue operations.
This individual will partner closely with the CEO and executive leadership team to professionalize and scale the company’s enterprise revenue engine while maintaining a high-performance, accountable and customer-centric culture.
Lead and scale all revenue-generating functions, including Enterprise Sales, Account Management/Customer Success and Revenue Operations
Build scalable forecasting, pipeline management and operational reporting frameworks with a high degree of predictability and rigor
Develop and execute enterprise GTM strategy focused on acute health systems, large pharmacy organizations and strategic accounts
Establish operational excellence across the revenue organization, including KPI management, territory planning, pipeline hygiene and sales process optimization
Partner cross-functionally with Product, Marketing, Customer Success and Implementation teams to improve customer acquisition, retention and expansion
Recruit, develop and retain top-tier GTM talent while raising the overall performance bar across the organization
Implement scalable systems, processes and organizational structure appropriate for the company’s next phase of growth
Help evolve pricing, packaging, segmentation and enterprise sales strategy
Drive executive-level customer relationships and strategic enterprise opportunities
Deliver accurate forecasting and actionable insights to the CEO, leadership team and board
Create a culture of accountability, operational rigor and continuous improvement
Proven experience as a CRO, VP Sales or senior revenue leader within a B2B SaaS company that successfully scaled from approximately $10M to $75M+ ARR
Strong preference for experience in healthcare technology, pharmacy technology, life sciences or similarly regulated industries
Demonstrated success building and scaling enterprise sales motions with complex, multi-stakeholder buying processes
Deep operational and analytical rigor with strong command of:
forecasting,
pipeline analytics,
revenue operations,
sales process design,
and KPI management
Strong executive presence with the ability to build credibility across customers, leadership teams, and boards
Experience building and leading high-performing revenue organizations through rapid growth phases
Strong pattern recognition around organizational scaling challenges and GTM evolution
Highly reliable decision-maker with sound judgment and data-backed recommendations
Ability to balance strategic leadership with hands-on execution
Experience working closely with founders and executive teams in high-growth environments
Strong recruiting and talent development track record
In the first 12–24 months, this leader will:
Accelerate SureCost’s expansion into larger enterprise health systems
Increase forecasting accuracy and operational predictability
Build a scalable enterprise sales infrastructure and process rigor
Improve pipeline quality, conversion efficiency, and revenue visibility
Strengthen cross-functional alignment across the customer lifecycle
Recruit and develop a world-class revenue organization capable of supporting the company’s next stage of growth
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