[Hiring] Enterprise Account Executive @Spring Health

Role Description

Spring Health is reimagining mental healthcare for the workforce. We work with the country's largest employers to give every employee and their families access to fast, personalized mental health support.

This is not a role for someone who wants a pipeline mostly handed to them or a script. We're looking for a builder with an entrepreneurial mindset: someone who generates their own opportunities, owns a complex sale end to end, and thinks like a founder inside their territory. You'll work closely with and be supported by a high-performing BDR team, and our Strategic Alliances team, and report to the Sales Leader overseeing the segment. This is a full time, fully remote position on our team with the expectation of approximately 10% travel.

What you’ll do:

• Run the full sales cycle into HR, Benefits, and People leaders at large enterprises in your assigned territory, from discovery through negotiation to close.
• Self-generate pipeline through brokers, consultants, referrals, and dormant accounts, not just BDR handoff.
• Engage target accounts before a formal RFP process begins.
• Prioritize the accounts that matter most in your territory, aligned to the GTM strategy.
• Multi-thread accounts, building relationships across the buying committee.
• Build ROI-backed business cases for VP and C-level buyers, translating outcomes data into numbers a CFO can take to their board.
• Identify the specific business problem(s) each buyer is solving for and tailor the business case accordingly.
• Anticipate procurement and Legal objections before they surface, and reframe a stalled deal into a new business case without being told to.
• Run pricing, proposal, and contract negotiations to close.
• Own your book to the point of obsession: understand each account's org structure, incentives, and buying process well enough to navigate it without a map.
• Develop and grow relationships with health insurance brokers and benefits consultants who influence your territory.
• Read the room. Adjust your language and framing for a CFO, a CHRO, and a consultant, all in the same week, without a different deck for each.
• Partner closely with your BDR on account strategy and execution.
• Escalate risk early, with a recommended path attached, not just the problem.
• Bring market and client feedback back to Product and Marketing.
• Represent Spring Health at industry events and travel as needed to close (~20%).
• Maintain fast response times with prospects, consultants, and internal partners.

Qualifications

• 5+ years of quota-carrying enterprise sales experience, with a track record of closing 6- and 7-figure deals against target.
• You build your own pipeline. When a deal stalls, you treat it as a problem to solve, not a reason to wait for direction.
• You engage with pushback instead of defending your original read. When new information contradicts your plan, you update it.
• You seek out feedback proactively.
• You can independently build and defend a business case, not just explain product features.
• Sharp and resourceful. You bring solutions, not just problems, and you can articulate the counter-argument to your own deal strategy before it’s raised.
• You use AI tools daily to work more efficiently.
• Direct communicator who adjusts to the audience in the room, whether that's a CFO, a CHRO, or a broker.
• Comfortable with ambiguity and building structure where none exists yet.
• You are always learning - staying close to what the top reps across the team are doing, reviewing lost deals for what to do differently next time, etc.

Requirements

• Experience in benefits, health insurance, or healthcare sales.
• Existing relationships with brokers or benefits consultants.
• Experience selling into HR or People leadership specifically.

Benefits

• Health, Dental, Vision benefits start on your first day at Spring.
• 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.
• Competitive paid time off policies including vacation, sick leave and company holidays.
• At 6 months tenure with Spring, parental leave of 18 weeks for birthing parents and 16 weeks for non-birthing parents.
• Access to Noom, a weight management program 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.