Labor & Trust Sales Director
Employment Information
Job Description
Labor & Trust Sales Director to lead growth in labor and Taft-Hartley fund market. Full-cycle sales role responsible for driving new business with trustees and union leadership.
Responsibilities:
- Manage the entire sales cycle for Labor & Trust opportunities, from pipeline generation through contract close.
- Partner with BDRs, Strategic Alliances, and channel partners to source and close new opportunities, while building your own relationships across unions, Taft-Hartley funds, and consultants that serve this business.
- Lead consultative sales conversations with trustees and benefits managers—uncovering needs, aligning on outcomes, and tailoring Spring Health’s value proposition.
- Deliver compelling presentations, demos, proposals, and ROI analyses that clearly articulate the benefits for trustees, union members and their families.
- Collaborate with internal teams (CS and Implementation, specifically) to ensure product-market alignment and share insights from the labor segment that inform our go-to-market strategy.
- Build business cases and contracts that support the unique governance, funding, and decision-making processes of labor and trust clients.
- Represent Spring Health at labor conferences, trustee summits, and industry events (travel ~30%).
- Consistently meet and exceed sales targets by focusing on strategic, high-value accounts.
Requirements:
- 8+ years of Enterprise sales experience with a strong track record of quota attainment, including at least 5 years selling benefits, healthcare, or SaaS solutions to labor & trust, union, or Taft-Hartley clients
- Deep understanding of union benefit structures, trust governance, and decision-making processes.
- Proven track record of closing 6-figure+ enterprise deals and consistently achieving quota.
- Exceptional relationship-building, communication, and negotiation skills.
- Entrepreneurial mindset—self-starter who thrives in a fast-paced, mission-driven environment.
- Empathy and emotional intelligence; ability to engage with diverse stakeholders across industries and union structures.
- Passion for transforming mental health care for working people and their families.
- Willingness to travel up to 30% for client meetings and events.
Benefits:
- Health, Dental, Vision benefits start on your first day at Spring. You and your dependents also receive access to One Medical accounts HSA and FSA plans are also available, with Spring contributing up to $1K for HSAs, depending on your plan type.
- Employer sponsored 401(k) match of up to 2% for retirement planning
- A yearly allotment of no cost visits to the Spring Health network of therapists, coaches, and medication management providers for you and your dependents.
- We offer competitive paid time off policies including vacation, sick leave and company holidays.
- At 6 months tenure with Spring, we offer parental leave of 18 weeks for birthing parents and 16 weeks for non-birthing parents.
- Access to Noom, a weight management program—based in psychology, that’s tailored to your unique needs and goals.
- Access to fertility care support through Carrot, in addition to $4,000 reimbursement for related fertility expenses.
- Access to Wellhub, which connects employees to the best options for fitness, mindfulness, nutrition, and sleep in one subscription
- Access to BrightHorizons, which provides sponsored child care, back-up care, and elder care
- Up to $1,000 Professional Development Reimbursement a year.
- $200 per year donation matching to support your favorite causes.
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