Vice President Employer Sales

Job overview:

Omada is entering an important phase of growth and evolution — expanding our reach across the employer market, deepening relationships with strategic distribution partners, and continuing to evolve our offerings across cardiometabolic health, GLP-1 care, and other chronic conditions. We are seeking an accomplished Vice President, Employer Sales to lead this next chapter of growth. Reporting to the Senior Vice President of Sales and Customer Success, you will own the Employer Sales business and be accountable for delivering new business and expansion Contract Lives and bookings across the employer segment, including Jumbo, Enterprise, Mid-Market, SMB, and emerging opportunities such as GLP-1. This is a high-impact commercial leadership role combining business ownership, go-to-market strategy, enterprise selling, organizational leadership, and cross-functional influence — you'll build a predictable, scalable employer sales engine while helping shape how Omada competes and wins in a rapidly evolving healthcare market.

Your impact:

Own Employer Sales Growth

• Own new business and expansion Covered/Contract Lives and bookings across employer segments, translating company growth priorities into clear strategy, targets, and execution.
• Partner tightly with Product, Clinical, Marketing, Customer Success, Payer, Consulting Relations, Legal, and Finance to align on strategy, unlock upsell, and translate customer insight into product and clinical priorities.
• Build a predictable, scalable growth engine with strong discipline across pipeline, conversion, forecasting, sales cycles, and rep productivity.
• Balance near-term performance with long-term growth, making thoughtful tradeoffs across segments, channels, talent, and investment.

Shape Employer Go-to-Market Strategy

• Serve as a senior voice of the employer market, bringing buyer, competitive, benefits, and healthcare economics insights into Omada's commercial strategy.
• Partner with Marketing, RevOps, Product, and Payer on ICP, territory design, segmentation, and channel strategy across employers, health plans, PBMs, and the consultant/broker channel.
• Evolve segmentation, account coverage, sales motions, channel strategy, value proposition, pricing, and packaging to improve market fit and growth.
• Partner across Marketing, Product, Clinical, Design, and Commercial Operations to align Omada's offerings and investments to the highest-value opportunities.

Lead Strategic Customers and Channels

• Build trusted executive relationships with priority employers and C-suite buyers, and personally support the most complex, high-value deals and negotiations.
• Coach Sales Directors and Account Executives on deal strategy, executive engagement, competitive positioning, and close planning.
• Partner with Payer, Alliances, and Consulting Relations to expand reach through health plans, PBMs, consultants, brokers, and other strategic channels.

Build a High-Performing Sales Organization

• Lead, develop, and retain Sales Directors and Account Executives across employer segments.
• Build a strong leadership bench, clear accountability, and the organizational structure and coverage model required to scale.
• Create a culture of high performance, learning, collaboration, and customer focus, evolving the organization as the market and business change.

Drive Enterprise Alignment

• Bring the voice of the employer market into product, clinical, customer experience, and commercial decisions.
• Partner across Product, Clinical, Marketing, Customer Success, Finance, Payer, and Commercial Operations to remove barriers to growth and strengthen the full customer lifecycle.
• Translate customer and market insights into actionable recommendations for Omada's leadership team.

About you:

• 15+ years of progressive experience in enterprise sales or commercial leadership, including significant experience leading leaders and scaling high-performing sales organizations.
• Deep experience selling complex healthcare, health technology, benefits, or adjacent solutions to large employers and sophisticated healthcare buyers.
• Strong knowledge of the employer healthcare ecosystem, including consultants, brokers, health plans, PBMs, and strategic distribution partners.
• Proven success closing large, complex, multi-stakeholder enterprise deals and building trusted relationships with C-suite buyers.
• Proven ability to lead organizational change, develop strong sales leaders, and make sound decisions across talent, performance, and organizational design.
• Exceptional executive presence, communication, and cross-functional influence, with the ability to thrive in a high-growth, evolving environment.
• Experience in digital health, virtual care, population health, benefits technology, health plans, healthcare services, or adjacent healthcare technology.
• Experience in chronic condition management, cardiometabolic health, GLP-1 care, or other high-value healthcare categories.

Bonus points for:

• Deep operating knowledge of the MEDDPICC sales methodology—or a comparable enterprise sales qualification and deal-management framework—with the ability to embed it into pipeline management, forecasting, coaching, and team execution.
• An established network of executive-level relationships across the benefits, consulting, and pharmacy benefit management (PBM) sectors.
• Demonstrated success improving talent outcomes, productivity metrics, and pipeline performance within organizations generating approximately $300 million to $1 billion in annual revenue.
• A proven, balanced “art and science” approach to developing talent, using both strong leadership judgment and data-driven performance practices to build high-performing teams and environments.

Below is a summary of salary range for this role*. These ranges represent a good faith estimate of the minimum and maximum base salary for the position at the time of posting.

Range: $420,800 - $476,000

* 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 52% - 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.