Enterprise Account Executive

Spring Health; Oregon; Hybrid; USD 150,000 - 230,000; Full time

Benefits offered by this job

Health, Dental, Vision benefits

Noom weight management program

401(k) match up to 2%

Therapists and medication management

Paid time off

Parental leave: 18 weeks (birthing) /

HSA contributions

Job summary

Spring Health is seeking an experienced Enterprise Account Executive for a fully remote role in the United States. You will own the end-to-end sales process with large employers, proactively generating pipeline through brokers and referrals, and crafting ROI-focused business cases for senior decision-makers.

You will work with a high-performing team, leverage AI tools for research and outreach, and travel about 20% to close strategic deals.

Qualifications

• 5+ years of quota-carrying enterprise sales experience with a track record of closing 6- and 7-figure deals.
• Ability to build and own a pipeline, solve stalled deals, and adjust strategy.
• Proven experience engaging with CFOs, CHROs, brokers, and benefits consultants.

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; build new deal threads when needed.
• Engage target accounts before a formal RFP process; build ROI-backed business cases for executive buyers.
• Develop and grow relationships with health insurance brokers and benefits consultants; drive SQOs from these relationships.
• Partner with your BDR on account strategy; escalate risk with recommended paths and bring market feedback to Product and Marketing.
• Represent Spring Health at industry events and travel ~20% as needed; maintain fast response times with prospects and internal partners.

Skills

Quota-carrying enterprise sales

Pipeline development

Stakeholder management

AI tool proficiency

Executive-level communication

Job description

Our mission

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.

About the product

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.

Our culture

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.

Enterprise Sales opportunity

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, and we're still early in capturing a massive market. We're competing for share in a category we helped define, against well-funded incumbents - 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. This is a full time, fully remote position on our team with the expectation of approximately 10% travel.

We’re hiring across multiple levels of Account Executive for our Enterprise Sales team. We’ll assess your experience and scope throughout the interview process and calibrate the role level that best fits.

Key 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. If a deal thread breaks, you build the next one.
• 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.
• 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.

What success looks like in this role

• Quota attainment
• SQOs generated
• Intro meetings booked

How you’ll use AI in this role

AI-assisted preparation.

You leverage tools like Claude and ChatGPT use AI to build account research briefs, map the competition and get ready for every high-stakes call. You come in already knowing the org’s priorities, recent news and likely objections.

Personalized outreach at scale.

You draft outreach with AI that’s tailored to the person: different for a CHRO, a CFO and a benefits consultant, and never generic.

Clean CRM hygiene.

You use AI to summarize calls and log notes in Salesforce, so your deal record is complete and leadership can see the real story without asking.

Judgment and data discipline.

You know what doesn’t belong in an AI tool. We sell into a sensitive category, so you protect client and prospect confidentiality and check what AI gives you before it reaches a buyer.

What you’ll bring

• 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.

Nice to Have

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

Benefits

Note : We have even more benefits than listed here and below, your recruiter will provide more in-depth information as you continue in the interview process. Benefits are subject to individual plan requirements and eligibility criteria.

• 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.