Vice President (VP) of Sales – Enterprise (East & West)

Responsibilities

Enterprise Sales Ownership

• Own the end-to-end sales cycle for national and jumbo employers (15,000+ employees).
• Drive complex, multi-threaded deals across HR, Total Rewards, Clinical, and Finance stakeholders.
• Lead RFP processes, pricing strategy, and contract negotiations.

Executive Relationship Management

• Build and manage relationships with CHROs, Chief Medical Officers, CFOs, and senior decision-makers.
• Develop long-term strategic partnerships aligned to employer health and wellbeing initiatives.
• Navigate and influence key benefits consulting firms and broker relationships.

Program Design & Commercial Strategy

• Partner cross-functionally to design clinically and financially optimized programs.
• Structure multi-year agreements and full-population deployments.
• Guide employers toward preventative-first, high-impact benefit models.

Enterprise Launch & Early Expansion

• Partner with Customer Success to ensure successful enterprise rollout and activation.
• Own expansion opportunities within the first 6–9 months post-launch.
• Identify and close growth opportunities across geographies, populations, and product lines.

Performance & Quota

• Achieve quarterly and annual quotas aligned to 3–4 new enterprise logos per year.
• Manage pipeline, forecasting, and deal progression with high accuracy.
• Operate with urgency and discipline in a fast-paced, high-growth environment.

Qualifications / Skills

• 10–12+ years of enterprise sales experience in benefits, healthcare, or HR technology.
• Proven track record of closing large, complex deals with national or jumbo employers.
• Deep relationships with major consulting firms (e.g., Marsh McLennan, Mercer, WTW, Aon, Gallagher).
• Demonstrated success navigating multi-stakeholder, executive-level sales cycles.
• Strong commercial acumen, including pricing strategy, negotiation, and contract structuring.
• Ability to operate independently as a senior IC while partnering cross-functionally.
• High ownership mindset with a bias toward action and results.
• Experience selling preventative health, population health, or clinical programs is preferred.
• Background in B2B2C or employer-sponsored healthcare models.
• Experience working in high-growth or venture-backed environments.