Senior Director of Strategic Client Success, Headspace Health
$154-195k
+ quarterly variable compensation and equity
More information about location
Mental health and wellbeing platform
Be an early applicant
Mental health and wellbeing platform
1001+ employees
Be an early applicant
$154-195k
+ quarterly variable compensation and equity
More information about location
1001+ employees
Company mission
To provide every person access to lifelong mental health support.
Role
Who you are
- 12+ years of experience in a strategic client-facing role, such as Strategic Account Management, Customer Success, or Relationship Management
- Experience with Employee Assistance Programs (EAPs) required
- 3+ years of people leadership experience, including managing client facing Account Executives or Client Success professionals in a fast-paced environment working against revenue and retention targets
- Proven experience managing a portfolio of large, complex accounts (Fortune 100 companies; 25,000+ employees and/or $1M+ in recurring revenue) including upsell and strategic renewal negotiations
- Demonstrated track record of consistently meeting or exceeding revenue retention and growth targets
- Strong business acumen and analytical skills, with the ability to use data to tell a compelling story and demonstrate ROI
- Deep understanding of the mental health landscape, including industry trends, and payment models
- Exceptional communication and presentation skills, with the ability to articulate complex concepts and value propositions to a variety of stakeholders, including C-level executives and consultants
- High emotional intelligence and experience navigating sensitive, high-stakes client conversations with professionalism and strategic insight
- A confident, proactive self-starter who is comfortable “rolling up their sleeves” to figure things out in a fast-paced, growth environment
- Experience partnering with Revenue Operations or CS Operations to build scalable processes and reporting
What the job involves
- This is an exciting career opportunity at a dynamic growth-stage company
- In this role, you will lead Headspace's Strategic Client Success group, overseeing a team responsible for our largest and most strategic employer relationships
- You will set the vision and operating model for the team, coach and develop high-performing client executives, and partner cross-functionally to drive retention, growth, client outcomes, and long-term strategic value across the portfolio
- As a senior leader, you will serve as an executive partner to key customer stakeholders while shaping the strategy, processes, and capabilities that enable the team to consistently deliver measurable business impact
- Lead and develop the Strategic Client Success team, fostering a collaborative, high-performing culture by setting performance standards, coaching for excellence , and building bench strength across the team
- Define and oversee the strategic account planning process across the Strategic Client Success portfolio, ensuring the team develops deep client partnerships that drive long-term value, retention, and growth
- Own the team’s commercial performance, including renewals, revenue retention, expansion opportunities, utilization based outcomes and proactive risk management, with an emphasis on growing account value over time
- Serve as the primary point of contact for the CS Center of Excellence, partnering closely with Revenue Operations and Strategy & Operations to build scalable processes, playbooks, and reporting infrastructure across the Strategic Client Success segment
- Cultivate trusted relationships with key customer C-suite and senior stakeholders, serving as an strategic advisor while coaching the team to deepen executive engagement across the portfolio
- Strengthen Headspace's consultant and broker strategy by fostering executive relationships with key consultants, brokers, and other third-party partners that influence client success and growth
- Serve as the Voice of the Customer and lead cross-functional collaboration across Product, Clinical, Marketing, Operations, Support, and other teams to advocate for client needs, drive strategic initiatives, resolve escalations, and deliver an exceptional client experience
- Establish the team’s executive business review strategy and standards, using data-driven insights, ROI metrics, and KPIs to demonstrate value, inform strategy, and guide client decision-making
- Oversee portfolio health, forecasting, and operational rigor, ensuring accurate account plans, pipeline management, and client data integrity in all appropriate systems, including Salesforce.com
Our take
The world is facing a growing mental health crisis. In 2022, the US saw the proportion of the population with acute anxiety, depression, or other mental health needs grow from 20% to 40%.
Headspace is a digital mental health platform best known for its guided meditation and mindfulness app, which has expanded into a broader suite of mental health services. Through therapy, coaching, meditation, and self-care tools, the company is making mental health support more accessible and preventative.
In 2021, Headspace merged with on-demand mental healthcare provider Ginger in a $3B deal to form Headspace Health, a move that brings clinical care and everyday mental wellness into a single platform. Today, its services are being used by more than 100M people and over 4,000 enterprises, including Starbucks, Adobe, and Paramount.
Demand for virtual mental healthcare continues to rise, and the market is becoming increasingly competitive, with players such as Hims & Hers Health entering the space. However, Headspace stands out by combining clinical care with everyday mental wellness tools, expanding its offerings through strategic acquisitions like AI health firm Sayana, and now bringing its services directly to businesses in the UK, positioning itself for growth bon a global scale.
Steph
Company Specialist at Welcome to the Jungle
Insights
11% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Jun 2020
$47.7m
SERIES C
Feb 2020
$53m
SERIES C
Total funding: $175.4m
Company benefits
- Comprehensive medical, dental, and vision healthcare plans
- 12 weeks paid parental leave $5K annual / $10K lifetime family planning benefit via Carrot
- Quarterly "Refresh Days" (Fridays off for self-care) + "Focus Fridays" for deep work
- Flexible paid time off to rest and recharge
- 12 paid company holidays + 20 bereavement days
- 401K with company match
- Lifetime Headspace membership + access for 10 friends & family
Company HQ
Financial District, San Francisco, CA
Leadership
Tom Pickett
(CEO)Prior to joining Headspace in 2024, Tom was a CRO at DoorDash and CEO of Crunchyroll. He also spent nearly 11 years at Google, while there he held various roles, including Senior Director & Global Head of Content Operations at YouTube and VP of YouTube Content and Operations.
Karan Singh
(COO)Karan is also the co-founder and COO of Ginger. Previously, he worked in Sales & Strategy at Humedica and as a Consultant at ZS Associates.
Lisa Mulrooney Gross
(CPO)Lisa is also the Founder and Principal of HRx Leadership Advisors. Previously, she served as the CPO at ChargePoint and as the CPO/SVP/Head of HR Fitbit at Google.
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