sales
Posted 2 hours agoSales Executive, Enterprise
at Headspace
United StatesHybrid
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Responsibilities
- Own and exceed your quota by closing new logo deals with employers of 7,500+ employees, selling high-ACV (Six and Seven-Figure) multi-product contracts.
- Manage full-cycle enterprise sales processes including outbound prospecting, discovery, consultative pitching, product demonstration, proposal development, negotiation, and close.
- Collaborate closely with Account Development Executives (BDRs), Consultant Relations, and Marketing to build pipeline and support coordinated regional go-to-market efforts. Partner with key
- Identify market trends and propose innovative solutions in collaboration with cross-functional teams to support long-term business opportunities.
- Represent Headspace at high-impact industry events and conferences to enhance brand presence and cultivate new enterprise relationships.
- Support capability-building across the team by sharing best practices, mentoring peers, and contributing to learning opportunities.
Requirements
- The position requires enterprise-wide influence, cross-functional leadership, and the ability to mentor junior sellers as part of developing sales capabilities across the organization.
- experience in enterprise, digital health, or
- Deep understanding of the U.S. employer
- Strong consultative selling, negotiation, and executive presence with the ability to navigate long and strategic sales cycles.
- Ability to manage multiple stakeholders, including HR, Finance, Procurement, and external brokers/consultants.
- Demonstrated ability to identify process gaps and implement improved sales methodologies that enhance team effectiveness and customer outcomes. •
- Experience applying design thinking principles to sales challenges, with the ability to challenge assumptions and continuously improve sales approaches.
- Comfortable using CRM tools like Salesforce to manage pipeline and forecast accurately. Preferred Skills:
- Experience working in a mission-driven or healthcare-focused organization.
- Familiarity with mental health or behavioral health terminology and delivery models. Location:
- We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together.
Experience
- Required Skills: 8+ years of
Benefits
- Proven ability to sell complex solutions into HR/Benefits departments at large employers, ideally with deal sizes over $500,000 in annual contract value.
- Your recruiter will share more details about our hybrid model. Pay & Benefits :
- The anticipated new hire base salary range for this full-time position is $120k-$165k base + quarterly variable + equity + benefits.
- The annual on-target earnings for this role is $240k-$330k (at 100% quota attainment)
- Our salary ranges are based on the job, level, and location, and reflect the lowest to highest geographic markets where we are hiring for this role within the United States.
- Within this range, individual compensation is determined by a candidate’s location as well as a range of factors including but not limited to: unique relevant experience, job-related skills, and education or training.
- Your recruiter will provide more details on the specific salary range for your location during the hiring process.
- At Headspace, base salary is but one component of our Total Rewards package.
- We’re proud of our robust package inclusive of: base salary, stock awards, comprehensive healthcare coverage, monthly wellness stipend, retirement savings match, lifetime Headspace membership, generous parental leave, and more.
- Additional details about our Total Rewards package will be provided during the recruitment process. About Headspace
- We combine evidence-based content, clinical care, and innovative technology to help millions of members around the world get support that’s effective, personalized, and truly accessible whenever and wherever they need it.
- They’re our shared commitment to building a more connected, human-centered team—one that’s redefining how mental health care supports people today and for generations to come.
- The chance to shape what mental health care looks like next Competitive pay and
- How we feel about Diversity, Equity, Inclusion and Belonging:
- A dual relationship occurs when a mental health care provider has a second, significantly different relationship with their client in addition to the traditional client-therapist relationship—including, for example, a managerial relationship.
Contact
- For how how we will use the personal information you provide as part of the application process, please see: https://www.headspace.com/applicant-notice
Additional details
- This team is on the frontlines of advancing our mission to transform the health and happiness of the world, one workplace at a time.
- Over the past year, we’ve deepened our market presence through impactful partnerships with organizations committed to employee mental health.
- With growing demand for integrated, evidence-based benefits, we’re expanding our enterprise sales force to drive meaningful growth.
- This enterprise role operates at a senior level while focusing on market development.
- This is an exciting opportunity to shape how the largest employers in the world support their people—and to directly contribute to the continued success of Headspace’s B2B business. What you will do:
- Hunter who builds and drives new revenue, opens new markets, and creates new revenue streams.
- Identifies strategic approaches to technical sales challenges, establishes sales standards, and leads adoption of solution-based selling across the enterprise team.
- Cultivate trusted relationships with senior leaders across Human Resources, Total Rewards, Benefits, and People teams to deeply understand organizational needs and priorities.
- benefits consultants, brokers, and channel partners to amplify market reach and co-sell effectively.
- benefits space, leveraging industry trends, buyer insights, and competitive dynamics to shape your sales approach.