Enterprise Sales Regional Vice President

Key Responsibilities:

• Territory Growth Leadership: Own and expand the Northeast enterprise territory by developing and executing a regional go-to-market strategy focused on large employers and Fortune 1000 companies.
• Strategic Account Development: Build and manage executive-level relationships with HR, Total Rewards, and Benefits leaders to position Included Health as a trusted partner in improving employee healthcare experiences and outcomes.
• Complex Enterprise Sales Management: Lead multi-threaded, consultative sales cycles with multiple internal and external stakeholders—C-suite, Procurement, Finance, and third-party consultants—to drive consensus and close strategic, long-term contracts.
• Regional Consultant Engagement: Develop and maintain strong relationships with Northeast-based benefits consultants, brokers, and advisory firms to influence employer purchasing decisions and strengthen Included Health’s market position.
• Client Expansion: Identify and pursue opportunities to expand Included Health’s service portfolio within existing enterprise clients, driving additional revenue and deeper customer partnerships.
• Sales Process Optimization: Contribute to continuous improvement of sales frameworks, tools, and playbooks that shorten the sales cycle and enhance team effectiveness in complex deal environments.
• Operational Excellence: Maintain meticulous CRM documentation, pipeline management, and forecasting accuracy to ensure transparency and accountability across all stages of the sales process.
• Brand Representation: Serve as a regional ambassador for Included Health’s mission to enable better, more equitable healthcare experiences for employees and their families.
• Travel: Regularly within the Northeast region to meet with prospects, clients, and consultants; attend industry events and conferences as needed.

During your first 30 days, you will:

• Onboard with the Included Health team, attend GTM training and engage in internal learning.
• Quickly develop an understanding of our products and become highly knowledgeable with our offerings.
• Partner with appropriate Included Health DVP to come up to speed quickly on respective market dynamics, targets and opportunities.
• Begin developing Year 1 Sales plan.
• Tap your strong network of buyers or influencers to identify major sales opportunities.
• Ride along with DVP and other sales reps on sales calls for learning purposes.

During your first 60 days, you will:

• Establish your sales territory and familiarize yourself with potential local enterprise customers.
• Make introductions to your network and future customers regarding Included Health.
• Work with Included Health DVP to secure meetings with target enterprise organizations and to conduct joint Sales meetings with DVP and/or other senior Sales professionals.

During your first 90 days, you will:

• Establish your sales territory and familiarize yourself with potential local enterprise customers.
• Make introductions to your network and future customers regarding Included Health.

Qualifications:

• Experience: 7+ years of enterprise sales experience, with at least 3 years focused on complex sales cycles with multiple internal and external stakeholders. 
• Regional Track Record: Proven success selling to large employers in the Northeast U.S. market, with deep familiarity with regional business, consultant, and benefits ecosystems.
• Enterprise Sales Expertise: Demonstrated ability to manage and close long, complex sales cycles (6–18 months) involving multiple executive stakeholders.
• Consultative Selling: Skilled at uncovering client pain points, quantifying business impact, and designing tailored solutions that align with strategic benefit and cost-containment goals.
• Consultant & Channel Relationships: Established network and credibility with leading Northeast benefits consultants and brokers who influence enterprise purchasing decisions.
• Performance Excellence: Consistent achievement of or surpassing multimillion-dollar annual quotas in the enterprise space.
• Executive Communication: Exceptional presence, negotiation, and storytelling ability with C-suite audiences.
• CRM Discipline: Proficiency with Salesforce (or similar) and disciplined pipeline and forecast management.