Client Executive, Mid-Market

Responsibilities

• 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

• 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

• Customer Success
• Account Management
• Relationship Management
• metric‑based reporting
• data translation into actionable insights

• strong communication skills
• empathetic mindset
• solutions‑oriented mindset
• results‑driven
• attention to detail
• follow‑through