National Vice President, Jumbo & Enterprise Employer Sales

Omada Health is on a mission to inspire and engage people in lifelong health, one step at a time. We are a virtual-first chronic care provider empowering people to achieve lasting health improvements in weight health, diabetes, hypertension, and musculoskeletal care while reducing costs for employers and health plans.

The Senior Director, Jumbo & Enterprise Employer Sales is a senior-level leader responsible for shaping and executing Omada’s national new business growth strategy within the largest and most complex employer segments. This leader heads a strategic sales team accountable for driving revenue through Fortune 500 and large enterprise employers, and for leading the team responsible for the entire enterprise acquisition lifecycle from pipeline development to contracting.

As a department leader within the Employer Sales function, this role translates broad business goals into clear enterprise sales priorities and operating plans. The Senior Director ensures consistent execution, operational excellence, and market impact across a high-performing team. This role actively partners with executive leadership to advise on long-range strategic direction, inform product and marketing alignment, and represent Omada externally with employers, health plans, PBMs, and national consulting firms.

This position reports to the VP, Employer Sales.

• Accountable for all execution and operational results related to new business growth in Jumbo and Enterprise segments.
• Develops and drives near-term strategic priorities for enterprise sales, ensuring alignment to corporate objectives and growth ambitions.
• Provides business intelligence and recommendations to executive leadership to influence broader commercial strategy and expansion opportunities.
• Owns accurate forecasting, pipeline integrity, and operational rigor across the national jumbo and enterprise sales organization.

• Translates abstract growth objectives into executable national sales strategies with an emphasis on measurable results, team accountability, and enterprise impact.
• Provides decisive leadership and strategic direction when navigating complex negotiations, ambiguous deal structures, or evolving market conditions.
• Champions innovation in sales process design, incentive structures, and go-to-market enablement for large enterprise customers.

• Possesses deep understanding of industry dynamics including employer benefits trends, competitive landscape, and health plan contracting frameworks.
• Anticipates market shifts and regulatory or competitive factors influencing enterprise employer purchasing behavior.
• Influences product and marketing teams to ensure Omada’s value proposition is relevant, differentiated, and responsive to market demand.

• Partners with other department and function leaders marketing, channel sales, clinical, and product to ensure strategic alignment and organizational success.
• Represents Omada externally with C-suite stakeholders at national employers, consultants, and health plans, cultivating trust-based partnerships that drive scale.
• Leads and develops a team of exceptional sales professionals, fostering a culture of accountability, collaboration, and growth.

• Builds trust across all levels approachable, transparent, and open to feedback from peers, team members, and executives alike.
• Invests in people’s development, mentoring future leaders while establishing a culture grounded in integrity, shared success, and mutual respect.

• Consistently inspires others by demonstrating deep commitment to Omada’s mission and values.
• Embodies a growth mindset, perseverance, and purpose-driven leadership motivating teams to deliver outcomes that improve health at scale.
  
  

• →Lead the national new business team focused on Jumbo and Enterprise employer growth, achieving and exceeding revenue goals.
• →Translate Omada’s strategic direction into actionable enterprise sales plans, pipeline priorities, and defined operational metrics.
• →Build Omada’s prominence and credibility among national consultants, PBMs, and health plan partners.
• →Partner with executive leadership on long-term strategies that position Omada as a leading chronic care and digital health partner to Fortune 500 organizations.
• →Oversee enterprise sales forecasting, compensation design, and territory/advisor planning.
• →Serve as a senior voice of the customer, representing enterprise client insights to refine Omada’s GTM, product strategy, and competitive roadmap.
• →Continually elevate sales skills, processes, and SOPs across the team to drive predictability and results.
  
  

• 10–15 years’ experience leading enterprise sales or business development teams within healthcare, digital health, or benefits ecosystem.
• Demonstrated success engaging C-suite executives at Fortune 500 employer accounts and national consulting firms.
• Deep understanding of employer benefits strategy, purchasing frameworks, and health plan distribution networks.
• Strong strategic and analytical acumen able to balance long-term planning with operational execution.
• Track record of leading teams to deliver consistent quota overachievement.
• Exceptional communication, negotiation, and stakeholder management skills.
• BA/BS required; MBA or advanced degree preferred.