JOIN CARTWHEEL TO HELP TACKLE THE STUDENT MENTAL HEALTH CRISIS. 

Kids spend most of their days in the classroom, and teachers and school counselors, who play a vital role in supporting students, 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 – and Cartwheel is their trusted mental health partner providing direct care through telehealth and wraparound support for school staff, students, and families. We see our role as empowering school counselors, psychologists, and social workers who see kids every single day. Instead of going around them, we collaborate with them. This leads to rapid access to care for students, higher student and family engagement, stronger collaboration among the trusted adults in a student’s life, and better clinical outcomes. 

We believe 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 and are looking for scrappy, mission-driven teammates to join our team.

ABOUT THE ROLE

Since our founding last spring, we’ve grown to serve more than a dozen school districts in our home state of Massachusetts, providing care to hundreds of students and families. This upcoming school year, we’ll be working with several dozen districts across 3-5 states, providing care to thousands of students and families. 

AS OUR FIRST OPERATIONS ASSOCIATE, YOUR MISSION WILL BE TO SUPPORT CARTWHEEL’S ADMINISTRATIVE OPERATIONS AS WE GROW FROM ABOUT 50 TEAM MEMBERS TODAY TO SEVERAL HUNDRED TEAM MEMBERS IN THE NEXT 2 YEARS. In doing so, you will lay the foundation for Cartwheel to become the trusted mental health partner for schools nationwide.

WHO YOU'LL BE WORKING WITH

You’ll work closely with Daniel (Co-Founder and COO) and other members of our Operations and Care Teams. 

• You are highly organized and love creating checklists, optimizing processes, and having lots of different things going on at once
• You pride yourself on achieving results and aren’t afraid to roll up your sleeves
• You are excited (and maybe a little nervous) to join a fast-growing company
• You’re comfortable asking questions and finding your own creative solutions when there aren’t perfect answers
• You’re passionate about our mission to tackle the youth mental health crisis!
• Nice to have: Administrative experience in healthcare (e.g., hospital, outpatient clinic)

WHAT YOU'LL DO

1. ENSURE A SMOOTH ONBOARDING EXPERIENCE FOR NEW CARTWHEEL TEAM MEMBERS

• Oversee and optimize the onboarding process for new team members
• Design, prepare, and implement onboarding checklists
• Set up new team members with Cartwheel systems and processes (e.g., Google Drive, Zoom, Slack, payroll, equipment, corporate card, secure email, billing) 
• Create and maintain documentation of employment agreements
• Guide new team members through onboarding, including trainings and other onboarding tasks
• Answer questions regarding payroll, health insurance, and other HR topics

2. SUPPORT DAY-TO-DAY COMPANY OPERATIONS AS WE GROW TO HUNDREDS OF TEAM MEMBERS ACROSS MULTIPLE STATES

• Maintain and improve how-to guides, templates, and processes
• Maintain up-to-date view of Cartwheel’s compliance with laws, regulations, health plan requirements, insurance policies, and state and local employer registrations
• Improve our policies and processes based on your own observations and feedback from colleagues
• Support operations related to Cartwheel's mental health educational programming (e.g., Zoom webinar registration and setup, fliers, surveys)
• Manage day-to-day administrative tasks (e.g., office emails, invoicing, expense reporting, processing bills, managing requests for time off, troubleshooting issues)

Please apply even if you don't meet all of the criteria. If your past experience doesn’t perfectly match the job description, we’d still love to hear from you. You may be a great fit!

LOCATION: Remote, with preference for Boston area (1-2 days a week in our Cambridge office.) Quarterly in-person team retreats.

START DATE: ASAP

COMPENSATION: The salary range for this position is $45,000 to $55,000. Compensation is commensurate with experience, and we’ll consider a higher band for a more senior candidate.

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 medical, vision, and dental coverage 
• 3 full weeks of PTO plus federal holidays
• Flexible and remote role with quarterly in-person retreats

Cartwheel is proud to be an equal opportunity employer. We embrace diverse backgrounds and perspectives and an inclusive work environment. We do not discriminate on the basis of race, color, religion, marital status, ancestry, national origin, sex, gender identity or expression, sexual orientation, age, disability status, veteran status, or any other status protected under applicable federal, state, or local laws.