VP of Employer Sales



Sales & Business Development
Remote · United States
Posted on Friday, November 17, 2023

About the VP of Employer Sales at Headspace:

We are seeking a seasoned executive sales leader to join our best in class sales organization as we continue to scale. As a key member of the go-to-market leadership team reporting to the President, you will lead and oversee the company’s growth strategy and execution in the employer benefits space, playing a critical role in developing our product and go-to-market strategies. You will be responsible for leading a team that generates new sales for Headspace’s largest book of business.

What you will do:

Go-to-market strategy

  • Drive continued fast paced growth and enable effective change within the organization to achieve results while living our values
  • Develop and execute on a focused employer sales strategy targeting key industry verticals and regions
  • Leverage data to inform sales strategy, process, and plan to grow recurring revenue
  • Build market positioning strategy in partnership with the product marketing team to enable Headspace to effectively compete and win in the market
  • Identify emerging issues that may impact company goals and develop strategies to resolve them, collaborating with other organizational areas as needed

Demand generation

  • Partner with Headspace’s sales solutions team to drive awareness of our leading mental health offering amongst consultants, brokers and well-established industry coalitions
  • Work with the marketing leadership team to drive demand for Headspace’s employer mental health offering
  • Partner with the Client Success team to strategically manage cross-sell opportunities with existing clients.

Team leadership & sales discipline

  • Mentor and coach sales leaders to help maximize their leadership potential and create high performing teams that are selling into employers across all segments
  • Ensure the sales team has effective onboarding and training, goal setting and mentorship, as well as the ability to make course corrections when needed to get an individual or team back on track
  • Foster a collaborative results driven sales culture, maintaining a strong focus on pipeline management discipline across sales leadership and sales team

What you will bring:

Required Skills:

  • 15+ years of progressive experience in sales, with at least 5 years in senior sales management roles
  • Proven ability to operate and effectively bring cross-functional leaders together in a matrixed environment with a high level of collaboration
  • Demonstrated experience in growth, market and product development, client account management and/or consulting
  • Proven track record for achieving target revenue and / or sales goals
  • Demonstrated success in accessing and influencing senior level and / or C – Suite clients, sophisticated customers, channels, consultants, and / or business partners in a matrixed organization
  • Deep understanding of sales process and ability to navigate and manage complex sales, solutioning and RFP process to facilitate and remove roadblocks (for sales / client executives) to close sales
  • Ability to drive effective pipeline and sales process discipline
  • Demonstrated leadership through ambiguity and change
  • Ability to travel up to 50% of the time (within the US)

Preferred Skills:

  • Bachelor's degree in business or related field, MBA a plus
  • Experience in employer health benefits strongly preferred

Pay & Benefits:

The base salary range for this role is determined by a number of factors, including but not limited to skills and scope required, relevant licensure and certifications, and unique relevant experience and job-related skills. The base salary range for this role is $164,000 - $247,000.

At Headspace, cash 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, unlimited, free mental health coaching, generous parental leave, and much more. Paid performance incentives are also included for those in eligible roles. Additional details about our Total Rewards package will be provided during the recruitment process.

How we feel about Diversity, Equity, Inclusion and Belonging:

Headspace is committed to bringing together humans from different backgrounds and perspectives, providing employees with a safe and welcoming work environment free of discrimination and harassment. We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together.

As an equal opportunity employer, we prohibit any unlawful discrimination against a job applicant on the basis of their race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, family or parental status, disability*, age, veteran status, or any other status protected by the laws or regulations in the locations where we operate. We respect the laws enforced by the EEOC and are dedicated to going above and beyond in fostering diversity across our workplace.

*Applicants with disabilities may be entitled to reasonable accommodation under the terms of the Americans with Disabilities Act and certain state or local laws. A reasonable accommodation is a change in the way things are normally done which will ensure an equal employment opportunity without imposing undue hardship on Headspace Health. Please inform our Talent team by filling out this form if you need any assistance completing any forms or to otherwise participate in the application or interview process.

Headspace participates in the E-Verify Program.

Privacy Statement

All member records are protected according to our Privacy Policy. Further, while employees of Headspace (formerly Ginger) cannot access Headspace products/services, they will be offered benefits according to the company's benefit plan. To ensure we are adhering to best practice and ethical guidelines in the field of mental health, we take care to avoid dual relationships. 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.

As such, Headspace requests that individuals who have received coaching or clinical services at Headspace wait until their care with Headspace is complete before applying for a position. If someone with a Headspace account is hired for a position, please note their account will be deactivated and they will not be able to use Headspace services for the duration of their employment.

Further, if Headspace cannot find a role that fails to resolve an ethical issue associated with a dual relationship, Headspace may need to take steps to ensure ethical obligations are being adhered to, including a delayed start date or a potential leave of absence. Such steps would be taken to protect both the former member, as well as any relevant individuals from their care team, from impairment, risk of exploitation, or harm.

For how how we will use the personal information you provide as part of the application process, please see: https://organizations.headspace.com/page/applicant-notice.