Chief Revenue Officer (CRO)

Siftwell Analytics is a fast-growing company that combines healthcare operator expertise and artificial intelligence to equip managed care health plans with better insights. As the Chief Revenue Officer (CRO), you will lead Siftwell’s growth by building and scaling a high-performing go-to-market engine while managing the sales team and driving revenue strategy.

Responsibilities:

• Define and drive Siftwell’s revenue strategy, owning how the company wins in-market and scales, while maintaining full accountability for pipeline health, forecast accuracy, and enterprise deal conversion
• Lead and orchestrate the full sales motion across the CEO, SVP of Growth, and broader team, ensuring alignment, clear ownership, and consistent execution
• Personally lead and close high-impact enterprise deals, while advancing and supporting strategic opportunities across the team
• Take ownership of the transition from a pre-Series A sales motion (which indexes on founder-led sales), bringing structure, visibility, and repeatability while effectively leveraging executive and cross-functional team involvement
• Identify and resolve pipeline inefficiencies, improving deal velocity, conversion, and overall pipeline quality
• Build and enforce a structured sales methodology and operating rhythm, ensuring disciplined qualification, accurate forecasting, and consistent execution
• Lead, coach, and develop the growth/commercial team, elevating enterprise selling capabilities and preparing the organization to scale
• Partner with Growth, Product, and Customer Success to align go-to-market strategy, refine value propositions, build and iterate upon ICPs, and drive expansion within payer organizations
• Build the commercial foundation for scale, including playbooks, pricing, metrics, market expansion plan, tooling, and workflows to support growth through Series A and beyond
• Provide clear visibility to leadership on pipeline, forecasts, and risks, while representing Siftwell with executive presence in key client and market interactions