# Regional Vice President, Enterprise Sales **Company**: Omada Health **Location**: Remote, USA **Work arrangement**: remote **Experience**: senior **Job type**: full-time **Salary**: $0 - $0 **Category**: Sales **Industry**: Healthcare **Apply**: https://job-boards.greenhouse.io/omadahealth/jobs/8367730?utm_source=yubhub.co&utm_medium=jobs_feed&utm_campaign=apply **Canonical**: https://yubhub.co/job/regional-vice-president-enterprise-sales-4bd3917f-799/ ## Description Omada Health is on a mission to inspire and enable people everywhere to live free of chronic disease. Employers are a critical part of that mission, sponsoring access to Omada's programs for their employees. With 29 peer-reviewed publications demonstrating clinical and economic outcomes and a pay-for-performance business model, Omada is looking for a Regional Vice President, Enterprise Sales to grow our impact with the nation's largest self-insured employers. This is an individual contributor role focused only on new-logo acquisition. You will own a territory of named enterprise prospects, typically employers with 10,000 or more covered lives, and be responsible for turning those accounts into Omada customers. Success requires a disciplined, account-based approach to prospecting, the patience and rigor to manage 6–12 month sales cycles, and full ownership of pipeline development. **Create and Develop Enterprise Pipeline** - Own new-logo business development for a territory of named enterprise prospects, typically self-insured employers with 10,000+ covered lives. - Build and execute a multi-year territory plan that prioritizes target accounts based on fit, timing, benefits strategy, and buying triggers such as consultant reviews, plan renewals, and vendor consolidation. - Develop account-level plans for priority prospects that map the organizational structure, key stakeholders, influencers, consultant relationships, and incumbent vendors. - Run a consistent, account-based prospecting cadence through executive outreach, benefits consultant relationships, and health plan and PBM partnerships. - Engage multiple stakeholders within each account to build early relationships, often well before a formal buying process begins. - Sustain pipeline-building activity across your named accounts while managing active, long-cycle opportunities toward closure. - Evaluate what is working, adapt your approach, and find new paths into accounts when initial efforts do not produce results. **Lead Discovery and Solve Executive-Level Problems** - Lead thorough, multi-threaded discovery to understand each employer's benefits strategy, workforce health priorities, cost drivers, point-solution landscape, and desired outcomes. - Move beyond surface-level requests to uncover underlying needs, quantify the impact of existing challenges, and identify the compelling reasons an enterprise would act. - Identify economic buyers, champions, decision criteria, decision process, and paper process early, and validate them throughout the cycle. - Develop tailored recommendations that connect Omada's multi-condition platform to the customer's specific needs, existing vendor ecosystem, and health plan or PBM arrangements. - Build a credible, data-driven business case, including ROI and cost-of-inaction analysis, and present it effectively to senior leaders across Benefits, Total Rewards, HR, and Finance. **Orchestrate Complex Enterprise Deals** - Own the full new-business sales cycle, from prospecting and qualification through consultant-led evaluations, RFPs, finalist presentations, contracting, and close. - Build and maintain mutual action plans with customers that define milestones, owners, and timelines across 6–12 month cycles. - Navigate enterprise buying processes that include procurement, legal, security and privacy review, data-sharing requirements, and health plan or PBM coordination. - Lead an internal deal team that may include solutions consultants, clinical and analytics experts, legal, implementation, and executive sponsors. - Partner with national and regional benefits consultants on account strategy, RFP responses, and finalist positioning. - Lead complex negotiations on pricing, performance guarantees, and contract terms in partnership with Deal Desk and Legal. - Ensure a clean handoff to Account Management and Client Success after close so new customers launch successfully. - Take accountability for pipeline development, sales execution, and quota achievement. **Maintain Accurate Sales Forecasting** - Maintain an accurate, up-to-date forecast grounded in customer engagement, confirmed next steps, and a clear understanding of each enterprise buying process. - Critically assess opportunity stage, close timing, and likelihood to close using evidence from discovery and deal progression,not optimism alone. - Apply a structured qualification framework, such as MEDDPICC, to inspect deals consistently over long cycles. - Proactively identify and communicate deal risks, stalled opportunities, and changes in timing, along with a plan to address them. - Keep CRM records current, including account plans, stakeholder maps, 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. **What You'll Bring** - 5+ years of experience selling health and/or benefits solutions to large self-insured employers, including a track record of closing enterprise deals with organizations of 10,000+ employees or covered lives. - Demonstrated success winning new logos through proactive, account-based prospecting and sustained development of a named-account territory. - Experience managing long, complex sales cycles of 6–12 months or more with multiple stakeholders, formal evaluations, and RFPs. - Strong discovery skills, including the ability to uncover underlying business problems, quantify their impact, and understand the implications of leaving challenges unresolved. - Proven solution-based selling skills, with the ability to build a tailored, financially grounded business case for executive audiences. - Executive presence and experience engaging C-suite and senior leaders in Benefits, Total Rewards, HR, and Finance. - Established relationships with, and experience working alongside, national and regional benefits consulting firms. - Experience collaborating with health plan and PBM account teams in large employer accounts. - Experience negotiating enterprise contracts, including pricing, performance guarantees, and procurement and legal terms. - Experience using a structured qualification methodology (such as MEDDPICC) to manage pipeline and forecast accurately. - A consistent record of quota achievement and clear ownership of results. - Strong presentation, communication, and listening skills. - The self-direction to manage a named-account territory independently, prioritize effectively, and maintain momentum over long cycles. - 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 midwestern United States; Illinois is preferred. - Ability to work Central Time business hours and support customers and partners across Central and Eastern time zones. - Willingness to travel approximately 25%–50% of the time within the territory, including onsite executive meetings, finalist presentations, and consultant meetings. **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 For more fresh new jobs, check out [yubhub.co](https://yubhub.co/). ## Skills ### Required - account-based prospecting - solution-based selling - executive presence - pipeline development - sales forecasting ### Nice to have - MEDDPICC - structured qualification methodology --- Source: [Apply at job-boards.greenhouse.io](https://job-boards.greenhouse.io/omadahealth/jobs/8367730?utm_source=yubhub.co&utm_medium=jobs_feed&utm_campaign=apply)