Join Cartwheel to help tackle the student mental health crisis.

Kids spend most of their days in the classroom. And teachers and staff, who play a vital role in their development, are often the first to notice when something is off. But with 1 in 5 young people struggling with mental health, schools are getting crushed by a downward spiral in student crises and staff burnout.

With large increases in federal funding for schools and the rise of telehealth, schools are reimagining what mental health support can look like.

Cartwheel is an early-stage startup building technology-enabled mental health services that put schools at the center. We see our role as supporting on-campus counselors, psychologists, and school social workers who see kids every day. Instead of going around them, we collaborate with them. This means:

• Earlier intervention
• Higher student and family engagement in care
• Better coordination among the trusted adults in a student’s life

Kids shouldn't just aspire to get out of bed and drag themselves to class. They should be able to experience joy. They deserve to envision and build a life they’re excited to live. If you join Cartwheel, you’ll help make this vision a reality for millions of students across the country. We’re backed by top investors including Menlo Ventures, Reach Capital, General Catalyst, BoxGroup, and Able Partners, and we're looking for mission-driven teammates to join our team.

ABOUT THE ROLE

The Head of People & Culture will oversee all aspects of talent development and management, including human resources, talent acquisition, team connectivity and development, and strategic people leadership. Your team will help Cartwheel attract, develop, and retain top talent and strive to make Cartwheel the best place any of our colleagues have ever worked.

WHAT YOU’LL DO

Strategic People Leadership:

• Provide the leadership team with HR insights that inform business strategy
• Develop and track key HR metrics to measure the effectiveness of people initiatives and their impact on business outcomes
• Advise other leadership team members on their department structure, leveling, promotion, compensation, and performance management
• Lead change management efforts during periods of organizational growth
• Stay abreast of HR trends and best practices in the healthcare startup ecosystem, implementing innovations as appropriate

Human Resources:

• Design, implement, and continuously improve HR policies and procedures that align with our Values, culture, and industry regulations
• Develop and administer competitive compensation and benefits packages
• Manage employee relations, including conflict resolution and performance management
• Ensure compliance with labor laws and other relevant regulations

Talent Acquisition:

• Oversee recruitment strategies to attract top clinical and corporate talent
• Lead a team of talent acquisition partners to build and maintain a robust talent pipeline and manage entire hiring processes from initial screening to offer negotiation
• Work with the data team to forecast clinical hiring needs across our states, report on the health of our talent pipeline, and collaborate with the clinical and sales teams to ensure supply keeps pace with demand as we experience rapid growth
• Collaborate with leadership team members to support their hiring needs
• Oversee onboarding processes for new hires

Team Connectivity & Development:

• Ensure our colleagues feel connected to our mission and to one another
• Oversee efforts to engage a diverse, interdisciplinary workforce (remote and in-person, clinical and corporate, part-time and full-time)
• Oversee internal communication to keep colleagues informed and engaged
• Implement feedback mechanisms to gather insights and feedback from colleagues
• Create and manage Learning & Development initiatives in collaboration with the Chief Medical Officer and CEO

WHO YOU ARE

• 8+ years of experience in human resources, with at least 5 years in a leadership role.
• Preference for experience in high-growth / high volume healthcare organizations.
• Ability to develop a long-term talent strategy and effectively position Cartwheel to succeed within a highly competitive market for talent.
• Strong foundational knowledge of HR best practices, employment laws, and regulations
• Excellent communication and relationship development skills
• Data-driven mindset with the ability to analyze data and translate insights into action
• Exceptional project management skills with the ability to juggle multiple priorities
• Mastery of Excel, PowerPoint, and HR tools (e.g., Rippling, Greenhouse)
• Passionate about the intersection of healthcare and education.

LOCATION: Remote with quarterly in-person team retreats and co-locating as needed in Boston (headquarters), especially as we get to know each other.

START DATE: August 2024

WHY YOU’LL LOVE CARTWHEEL

Our hope is that Cartwheel will be your best career decision! In addition to tackling one of the biggest challenges of our time, at a company well-positioned to do so, you’ll have:

• Mission-oriented and inclusive colleagues who will go to bat for you
• Competitive compensation and benefits
• Generous PPO medical, vision, and dental coverage
• Unlimited/flexible PTO plus federal holidays
• 401k with a company match
• Meaningful equity ownership stake in Cartwheel
• Flexible and remote role with quarterly in-person retreats
• Annual learning stipend
• Macbook

Cartwheel is proud to be an equal opportunity employer. We embrace diverse backgrounds and perspectives and an inclusive work environment. We're committed to equal employment opportunity regardless of race, color, religion, ancestry, national origin, gender, sexual orientation, disability status, or veteran status.