# Regional Vice President, Mid Market Sales

**Company**: Omada Health
**Location**: Remote, USA
**Work arrangement**: remote
**Experience**: executive
**Job type**: full-time
**Category**: Sales
**Industry**: Healthcare

**Apply**: https://job-boards.greenhouse.io/omadahealth/jobs/8356273?utm_source=yubhub.co&utm_medium=jobs_feed&utm_campaign=apply
**Canonical**: https://yubhub.co/job/regional-vice-president-mid-market-sales-1a2c242b-901/

## Description

Omada Health is on a mission to bend the curve of chronic disease.

As a Regional Vice President, Mid Market Sales, you will play a critical role in growing Omada's impact across the employer ecosystem. This is an individual contributor role for a proactive, resilient sales professional who thrives on creating opportunities and winning new business.

**Key Responsibilities:**

### Create and Develop Pipeline:

- Own new-business development within your territory, identifying and engaging employers that are a strong fit for Omada's solutions.

- Build and execute a focused territory strategy that prioritizes target accounts, relevant stakeholders, and opportunities for growth.

- Maintain a consistent, proactive prospecting cadence through direct outreach, benefits consultant relationships, and health plan partnerships.

- Use thoughtful, persistent follow-up and tailored messaging to earn conversations and develop qualified opportunities.

- Sustain pipeline-building activity while managing active opportunities and advancing deals toward closure.

- Evaluate what is working, adapt your approach, and find new ways to engage accounts when initial efforts do not produce results.

### Lead Discovery and Solve Customer Problems:

- Lead thorough discovery to understand each employer's benefits strategy, business priorities, current challenges, and desired outcomes.

- Move beyond surface-level requests to uncover underlying needs, the impact of existing challenges, and the reasons a customer would take action.

- Understand stakeholder perspectives, decision criteria, buying processes, and potential barriers early in the sales cycle.

- Develop tailored recommendations that connect Omada's solutions to the customer's specific needs rather than relying on a standard product presentation.

- Build a credible business case and communicate it effectively to senior leaders across Benefits, HR, and Finance.

### Advance Opportunities and Deliver Results:

- Own the full sales cycle, from prospecting and qualification through proposal, negotiation, and contract closure.

- Build relationships across stakeholders and navigate complex buying environments with competing priorities.

- Establish clear, mutually agreed-upon next steps and maintain momentum throughout the sales process.

- Identify obstacles, address concerns, and develop practical strategies to move opportunities forward.

- Collaborate with benefits consultants, strategic partners, and health plans on territory, account, and opportunity strategies.

- Take accountability for pipeline development, sales execution, and quota achievement.

### Maintain Accurate Sales Forecasting:

- Maintain an accurate, up-to-date sales forecast grounded in customer engagement, confirmed next steps, and a clear understanding of the buying process.

- Critically assess opportunity stage, close timing, and likelihood to close using evidence from discovery and deal progression,not optimism alone.

- Proactively identify and communicate deal risks, stalled opportunities, and changes in timing, along with a plan to address them.

- Keep CRM records current, including stakeholder engagement, decision criteria, approval processes, and outstanding milestones.

- Participate in regular pipeline and forecast reviews, clearly articulating what must happen for each opportunity to close and taking accountability for forecast accuracy.

**Requirements:**

- Experience selling health and/or benefits solutions to self-insured employers.

- Demonstrated success generating qualified pipeline through proactive outbound prospecting and sustained territory development.

- A track record of winning new business in challenging territories through persistence, resourcefulness, and disciplined execution.

- Strong discovery skills, including the ability to uncover underlying business problems, clarify priorities, and understand the implications of leaving challenges unresolved.

- Proven solution-based selling skills, with the ability to translate discovery insights into tailored recommendations and a compelling business case.

- 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.

- A record of successful quota achievement and clear ownership of results.

- Strong presentation, communication, and listening skills.

- The self-direction to manage your territory independently, prioritize effectively, and maintain prospecting momentum.

- Resilience when faced with rejection, stalled opportunities, or difficult sales cycles,and the judgment to adapt your approach.

- Experience working in an emerging-growth company.

- Bachelor's degree.

**Location and Travel:**

- Candidates must reside in the western or midwestern United States.

- Ability to work Central Time business hours and support customers and partners across Pacific, Mountain, and Central time zones.

- Willingness to travel approximately 25%–50% of the time within the territory.

**Benefits:**

- Competitive salary with generous annual cash bonus

- Equity grants

- Employee stock purchasing plan (ESPP)

- 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

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## Skills

### Required
- solution-based selling
- pipeline development
- sales forecasting
- benefits consulting
- health plan partnerships
- complex sales cycles
- senior-level executive engagement

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Source: [Apply at job-boards.greenhouse.io](https://job-boards.greenhouse.io/omadahealth/jobs/8356273?utm_source=yubhub.co&utm_medium=jobs_feed&utm_campaign=apply)
