National Vice President, Jumbo & Enterprise Employer Sales

About Omada Health

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.

Job Overview

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.

Your Impact

Deliver Results

• 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.

Act Boldly

• 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.

Seek Context

• 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.

Succeed Together

• 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.

Cultivate Trust

• 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.

Remember Why We’re Here

• 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.

Responsibilities Summary

• 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.

Qualifications

• 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.

Benefits

• Competitive salary with generous annual cash bonus
• Equity grants
• Remote first work from home culture
• Flexible Time Off to help you rest, recharge, and connect with loved ones
• Generous parental leave
• Health, dental, and vision insurance (and above market employer contributions)
• 401k retirement savings plan
• Lifestyle Spending Account (LSA)
• Mental Health Support Solutions
• ...and more!

It takes a village to change health care. As we build together toward our mission, we strive to embody the following values in our day-to-day work. We hope these hold meaning for you as well as you consider Omada!

• Cultivate Trust. We listen closely and we operate with kindness. We provide respectful and candid feedback to each other.
• Seek Context. We ask to understand and we build connections. We do our research up front to move faster down the road.
• Act Boldly. We innovate daily to solve problems, improve processes, and find new opportunities for our members and customers.
• Deliver Results. We reward impact above output. We set a high bar, we’re not afraid to fail, and we take pride in our work.
• Succeed Together. We prioritize Omada’s progress above team or individual. We have fun as we get stuff done, and we celebrate together. 
• Remember Why We’re Here. We push through the challenges of changing health care because we know the destination is worth it.

About Omada Health: Omada Health is a between-visit healthcare provider that addresses lifestyle and behavior change elements for individuals managing chronic conditions. Omada’s multi-condition platform treats diabetes, hypertension, prediabetes, musculoskeletal, and GLP-1 management. With insights from connected devices and AI-supported tools, Omada care teams deliver care that is rooted in evidence and unique to every member, unlocking results at scale. With more than a decade of experience and data, and 29 peer-reviewed publications showcasing clinical and economic proof points, Omada’s approach is designed to improve health outcomes and contain costs. Our customers include health plans, pharmacy benefit managers, health systems, and employers ranging from small businesses to Fortune 500s. At Omada, we aim to inspire and empower people to make lasting health changes on their own terms. For more information, visit: https://www.omadahealth.com/

Omada is thrilled to share that we’ve been certified as a Great Place to Work! Please click here for more information.

We carefully hire the best talent we can find, which means actively seeking diversity of beliefs, backgrounds, education, and ways of thinking. We strive to build an inclusive culture where differences are celebrated and leveraged to inform better design and business decisions. Omada is proud to be an equal opportunity workplace and affirmative action employer. We are committed to equal opportunity regardless of race, color, religion, sex, gender identity, national origin, ancestry, citizenship, age, physical or mental disability, legally protected medical condition, family care status, military or veteran status, marital status, domestic partner status, sexual orientation, or any other basis protected by local, state, or federal laws.

Below is a summary of compensation ranges for this role in the following geographies:

California, New York State and Washington State Ranges: $418,040 - $472,600, Colorado Compensation Ranges: $408,560 - $460,700.

Range is indicative of On Target Earnings (OTE) and includes both base pay and commission at 100% achievement of established targets. Base salary is approximately 49% - 58% of total compensation range. This role is also eligible for equity grants. The actual offer, including the compensation package, is determined based on multiple factors, such as the candidate's skills and experience, and other business considerations.

Please click here for more information on our Candidate Privacy Notice.