Senior Director, Enterprise Sales at Spring Health | NY, US | Rezi

Senior Director, Enterprise Sales at Spring Health

Senior Director, Enterprise Sales

Spring Health · NY, US

3 days ago

Senior Director, Enterprise Sales

Spring Health · NY, US

3 days ago
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About the Role

Reporting to the SVP of Sales, you will lead a small team of Enterprise Account Executives selling to employers with 5,000+ employees. You will own the team’s revenue results, pipeline creation, and seller development, helping AEs build and close seven-figure opportunities in a complex employer benefits market. This is a hands-on frontline leadership role. You will coach sellers, help create access to priority accounts, engage customer executives, and bring discipline to deal execution and forecasting.

Responsibilities

  • Translate revenue goals into account priorities and pipeline plans for each AE.
  • Develop and test creative strategies, including consultant introductions, executive outreach, customer referrals, targeted events, and campaigns tied to employer needs and buying windows.
  • Scale what produces qualified opportunities.
  • Use weekly coaching, call reviews, and account planning to improve discovery, prospecting, executive engagement, and negotiation.
  • Hire strong sellers, set clear expectations, and address performance gaps directly.
  • Coach sellers to build champions, engage decision-makers across Benefits, HR, Finance, and Procurement, establish a compelling business case, and execute mutual action plans.
  • Join critical conversations while keeping the AE accountable for the opportunity.
  • Help sellers work effectively with brokers and consultants, align to budget and renewal cycles, and address incumbent relationships, competing priorities, and implementation requirements.
  • Partner with Strategic Alliances and Clinical Sales to advance opportunities.
  • Inspect pipeline quality, buyer commitments, deal risks, and close timing.
  • Maintain a credible forecast and act early on coverage gaps and stalled opportunities.
  • Embed approved AI tools into research, prospecting, meeting preparation, and coaching.
  • Evaluate AI impact on selling quality and results, and hold the team accountable for accurate, relevant customer communication.

Requirements

  • Minimum of 10 years of experience in sales, with at least 5 years in a senior leadership role.
  • A demonstrated record of leading a frontline enterprise sales team to quota, with success distributed across multiple sellers.
  • Experience coaching and closing seven-figure contracts involving multiple stakeholders, executive approval, and complex procurement.
  • Direct experience selling employer benefits solutions, with a working understanding of consultant and broker influence, employer buying cycles, and benefits funding decisions.
  • Evidence that you have built repeatable pipeline strategies and can explain what generated qualified opportunities, what converted, and what you changed.
  • A hands-on approach to coaching, deal strategy, forecasting, and performance management, including practical use of AI to improve how your team works.

Skills

  • AI tools
  • AI fluency
  • Sales leadership
  • Revenue generation
  • Pipeline creation
  • Seller development
  • Seven-figure opportunity closing
  • Employer benefits market expertise
  • Coaching
  • Executive engagement
  • Deal execution
  • Forecasting
  • Account prioritization
  • Pipeline planning
  • Creative strategy development
  • Consultant introductions
  • Executive outreach
  • Customer referrals
  • Targeted events
  • Campaign development
  • Call reviews
  • Account planning
  • Discovery
  • Prospecting
  • Negotiation
  • Hiring
  • Performance management
  • Broker and consultant collaboration
  • Budget alignment
  • Renewal cycle alignment
  • Incumbent relationship management
  • Implementation requirement assessment
  • Strategic Alliances partnership
  • Clinical Sales partnership
  • Pipeline quality inspection
  • Buyer commitment assessment
  • Deal risk assessment
  • Close timing assessment
  • Revenue AI roadmap development
  • ABX outbound strategy navigation
  • AI-led workflow implementation
  • AI integration into hiring, career ladders, onboarding, and performance frameworks
  • Cross-functional AI accountability building

Location

  • Remote

Work Type

  • Full-time
  • Remote
  • Occasional travel required

Experience Level

  • 10 years of experience in sales
  • 5 years in a senior leadership role

Benefits

  • Health, Dental, Vision benefits start on your first day
  • Access to One Medical accounts
  • HSA and FSA plans available
  • Spring contributing up to $1K for HSAs
  • Employer sponsored 401(k) match of up to 2%
  • Yearly allotment of no cost visits to the Spring Health network of therapists, coaches, and medication management providers for you and your dependents
  • Competitive paid time off policies including vacation, sick leave and company holidays
  • Parental leave of 18 weeks for birthing parents and 16 weeks for non-birthing parents (at 6 months tenure)
  • Access to Noom, a weight management program
  • Access to fertility care support through Carrot, in addition to $4,000 reimbursement for related fertility expenses
  • Access to Wellhub for fitness, mindfulness, nutrition, and sleep
  • Access to BrightHorizons for sponsored child care, back-up care, and elder care
  • Up to $1,000 Professional Development Reimbursement a year
  • $200 per year donation matching

About the Company

  • Spring Health is a global mental health company on a mission to eliminate every barrier to mental health.
  • We're building a world where getting support is simple, personal, and built around the person, so care can continue through every job, move, health plan, and life stage.
  • Our AI-native platform helps us deliver personalized support across self-guided tools, coaching, therapy, medication management, and specialty care.
  • Outcomes independently validated by JAMA Network Open and the Validation Institute.
  • Spring Health reaches more than 170 million people worldwide through leading employers, health plans, and partners.
  • As an AI-native company, we believe technology should expand the reach, quality, and humanity of care.
  • Every Spring Health team member is expected to use AI tools thoughtfully, apply human judgment to AI outputs, and keep building AI fluency in ways that support their role and our mission.

Equal Opportunity

  • Spring Health is proud to be an equal opportunity employer.
  • We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.
  • We also consider qualified applicants regardless of criminal histories, consistent with applicable legal requirements.
  • Spring Health is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans.
  • If you have a disability or special need that requires accommodation, please let us know.