Siftwell
11 - 50 employees
Founded 2022
⚕️ Healthcare Insurance
🤖 Artificial Intelligence
☁️ SaaS
Healthcare Insurance • Artificial Intelligence • SaaS
Siftwell is a healthcare analytics SaaS that provides whole-member intelligence for community health plans and managed care organizations. Its AI-powered platform integrates clinical data with social determinants and environmental factors to surface hidden member risks and deliver prioritized, actionable care recommendations that work with existing resources and workflows, enabling targeted outreach and improved member outcomes within days.
Chief Revenue Officer – CRO
🕒 April 17
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Siftwell
11 - 50 employees
Founded 2022
⚕️ Healthcare Insurance
🤖 Artificial Intelligence
☁️ SaaS
Healthcare Insurance • Artificial Intelligence • SaaS
Siftwell is a healthcare analytics SaaS that provides whole-member intelligence for community health plans and managed care organizations. Its AI-powered platform integrates clinical data with social determinants and environmental factors to surface hidden member risks and deliver prioritized, actionable care recommendations that work with existing resources and workflows, enabling targeted outreach and improved member outcomes within days.
📋 Description
• 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.
🎯 Requirements
• 15+ years of progressive experience in enterprise sales and commercial leadership, including ownership of revenue targets at a senior level (VP, CRO, or equivalent). • Deep experience selling into health plans or risk-bearing healthcare organizations, with a strong understanding of how these organizations buy. • Proven track record of personally closing complex, multi-million dollar enterprise deals within long sales cycles and multi-stakeholder environments. • Demonstrated success in transitioning or scaling a sales function and bringing structure to founder-led or early-stage sales motions and driving improved predictability. • Strong player–coach profile, with the ability and willingness to personally carry and close deals while developing and leading a team. • Experience implementing and enforcing structured sales methodologies (e.g. MEDDICC) to improve qualification, forecasting, and execution. • Background working in growth-minded, early-stage companies where commercial strategy, process-building, and execution matured in parallel. • Experience selling care management, population health, analytics, SaaS, or workflow optimization products into health plans and other risk-bearing entities.
🏖️ Benefits
• Comprehensive health, dental, and vision insurance • Short-term disability coverage • 401(k) retirement plan with company matching • Unlimited paid time off to rest and recharge • Opportunities for ongoing professional development and learning
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