Regional Vice President, Mid Market Sales

The role

This individual contributor role involves growing impact across the employer ecosystem by owning new-business development. You will lead discovery, build business cases, and manage the full sales cycle from prospecting to contract closure.

What you will do

• Own new-business development within your territory.
• Build and execute a focused territory strategy.
• Maintain a proactive prospecting cadence through direct outreach and partnerships.
• Lead thorough discovery to understand employer benefits strategy and business priorities.
• Develop tailored recommendations and business cases for senior leaders.
• Own the full sales cycle from prospecting through contract closure.
• Build relationships with stakeholders and navigate complex buying environments.
• Maintain an accurate and up-to-date sales forecast.
• Keep CRM records current.
• Collaborate with benefits consultants, strategic partners, and health plans.

Required qualifications

• Experience selling health and/or benefits solutions to self-insured employers.
• Demonstrated success generating qualified pipeline through proactive outbound prospecting.
• Track record of winning new business in challenging territories.
• Strong discovery skills.
• Proven solution-based selling skills.
• Experience navigating complex sales cycles and engaging senior-level executives in Benefits, HR, and Finance.
• Experience working with benefits consultants at both regional and national levels.
• Experience collaborating with health plan account managers.
• Record of successful quota achievement.
• Strong presentation, communication, and listening skills.
• Self-direction to manage territory independently.
• Resilience when faced with rejection or stalled opportunities.

Nice to have

• Experience working in an emerging-growth company

Benefits

• Competitive salary with generous annual cash bonus
• Equity grants
• Employee stock purchasing plan (ESPP)
• Remote first work from home culture
• Flexible Time Off
• Generous parental leave
• Health, dental, and vision insurance
• 401k retirement savings plan
• Lifestyle Spending Account (LSA)
• Mental Health Support Solutions

About the company

Omada Health (Nasdaq: OMDA) is reverse engineering the way healthcare is delivered in America. Their virtual-first model combines human-led care teams, connected devices, and AI-enabled technology to deliver personalized care at scale.