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About the Role

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 a seat to help shape what winning looks like, not just execute in an established motion. Our Enterprise team owns the biggest, highest-visibility relationships in the business, deals that range from $2.5M to $20M in annual contract value with organizations of 10,000 to 100,000+ employees. Top performers on this team have a strong history of exceeding quota. 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.

Responsibilities

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.
Drive SQOs from these relationships.
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.

Requirements

5+ years of quota-carrying enterprise sales experience, with a track record of closing 6- and 7-figure deals against target.
Build your own pipeline. When a deal stalls, treat it as a problem to solve, not a reason to wait for direction.
Engage with pushback instead of defending your original read. When new information contradicts your plan, update it.
Seek out feedback proactively.
Independently build and defend a business case, not just explain product features.
Bring solutions, not just problems, and articulate the counter-argument to your own deal strategy before it’s raised.
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.
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.
Benefits, health insurance, or healthcare sales experience.
Existing relationships with brokers or benefits consultants.
Experience selling into HR or People leadership specifically.

Skills

AI-assisted preparation
Personalized outreach at scale
Clean CRM hygiene
Judgment and data discipline
Sales cycle management
Pipeline generation
Account management
Business case development
Negotiation
Relationship building
Communication
Problem-solving
Adaptability
Continuous learning

Location

Remote

Work Type

Full-time
Remote

Experience Level

5+ years of quota-carrying enterprise sales experience

Benefits

Health, Dental, Vision benefits start on your first day.
Access to One Medical accounts.
HSA and FSA plans available, with 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: 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 to support your favorite causes.

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.
With 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

Not sure if you meet every requirement? Research shows that women and people from historically underrepresented communities often hesitate to apply for roles unless they meet every qualification compared to other similarly-qualified candidates. At Spring Health, we are committed to fostering a workplace where everyone feels valued, empowered, and supported to Thrive. If this role excites you, we encourage you to apply.
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.