Client Executive, Mid-Market

About the Client Executive at Headspace:

Headspace's Client Success team engages our clients to drive adoption, engagement, and demonstrate ongoing value. This critical function is responsible for onboarding new clients, driving ongoing adoption and engagement strategies, and managing renewals and expansions. Our Client Success Group works cross-functionally with the rest of the Headspace organization to uncover new ways to make Headspace a part of everyday life and to improve our product. In this role, you'll help build lasting relationships with a growing portfolio of clients and play a meaningful role in helping people access mental health support through their employers.

What you will do:

This role’s primary focus is managing a portfolio of SMB and Mid-Market clients, serving as their point of contact and trusted advisor throughout the client lifecycle

Build and maintain strong client relationships by communicating Headspace's value, responding to inquiries, and troubleshooting issues in a timely and professional manner

Monitor client health and risk, proactively identifying opportunities to deepen relationships and drive engagement across client organizations

Partner with clients to support onboarding, adoption strategies, and renewals, ensuring they are getting measurable value from Headspace

Support clients through contract renewals and expansions, helping guide them through pricing and partnership decisions

Provide regular reporting to clients that demonstrates the impact and value Headspace delivers for their employees

Maintain accurate and up-to-date client documentation across internal systems, including Salesforce, Asana, Google Suite, Highspot, Brandfolder, Ironclad, and AI tools such as - ChatGPT, Claude, and/or Gemini

Collaborate with internal teams — including Sales, Product, and Marketing — to share client insights, represent the voice of the customer, and improve our overall offering

Work with third-party partners on behalf of clients, including consultants and eligibility vendors, as needed

What you will bring :

Required Skills:

4+ years of experience in Customer Success, Account Management, Relationship Management, or a similar client-facing role

Proven ability to manage and grow client relationships with a focus on retention and engagement

Strong communication skills — organized, clear, and able to tailor messaging to different audiences

Empathetic and solutions-oriented mindset with a genuine desire to help clients succeed

Comfortable working in a fast-paced, high-growth environment with shifting priorities

Results-driven with strong attention to detail and follow-through

Experience delivering metric-based reporting and translating data into actionable insights

Familiarity with Salesforce or similar CRM tools

Preferred Skills:

Experience in benefits, wellness, healthcare, or a related industry

Background supporting SMB or Mid-Market clients specifically

Experience with upsell and expansion conversations within an existing book of business

Location:

We are currently hiring this role remotely in the US and Hybrid for San Francisco, CA. Candidates must permanently reside in the US full-time.

For candidates with a primary residence in the greater SF area, this role will follow our hybrid model. You’ll work 3 days per week from our office, allowing for impactful in-office collaboration and connection, while enjoying the flexibility of remote work for the rest of the week. 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 $75,000-$100,000 + variable compensation + equity + benefits. 

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

Headspace exists to provide every person access to lifelong mental health support. 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.

At Headspace, our values aren’t just what we believe, they’re how we work, grow, and make an impact together. We live them daily: Make the Mission Matter, Iterate to Great, Own the Outcome, and Connect with Courage. These values shape our decisions, guide our collaborations, and define our culture. 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.

Why You’ll Love Working Here:

A mission that matters—with impact you can see and feel

A culture that’s collaborative, inclusive, and grounded in our values

The chance to shape what mental health care looks like next

Competitive pay and benefits that support your whole self

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.  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://www.headspace.com/applicant-notice

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