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RFP Writer

Remote

Join Cartwheel to help tackle the student mental health crisis. 

Cartwheel is an early-stage company building a new kind of mental health program for kids that puts schools at the center. We see our role as supporting school staff who see kids every single 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 RFP Writer will be responsible for managing the full lifecycle of responding to Requests for Proposals (RFPs), Requests for Information (RFIs), and other procurement documents such as grant applications from school districts, government agencies, and other educational organizations. This role requires a detail-oriented professional with strong writing, proofreading, and project management skills to ensure our proposals are compelling, compliant, and strategically aligned with the needs of the school districts and education agencies we support.

Role Type: This is a W2, Full-Time, Salaried position

Location: US Remote, with in-person team retreats in Boston.

Start date: March/April 2025 

WHAT YOU’LL DO

  • Proposal Development: Lead the drafting, editing, and submission of RFPs, RFIs, grant applications, and related documents.
  • Content Management: Maintain a library of proposal content, ensuring accuracy and relevance to Cartwheel’s evolving service model and product offerings.
  • Collaboration: Work closely with cross-functional teams, including sales, product, and marketing, to gather necessary information for proposals.
  • Compliance & Accuracy: Ensure all proposals comply with submission guidelines, legal requirements, and company policies.
  • Project Management: Track proposal deadlines, manage the proposal pipeline, and ensure timely submissions.
  • Continuous Improvement: Analyze past proposals and RFP outcomes to refine processes and enhance future responses.

WHO YOU ARE 

Must have…

  • 3-5 years of experience in RFP writing, grant writing, or business proposal development in the education, healthcare, or technology sectors.
  • Exceptional writing, editing, and proofreading skills, with a keen attention to detail.
  • Experience with search engines such as RFPSchoolWatch
  • Passion for our mission to tackle the youth mental health crisis!

Extra credit…

  • Experience in RFP/RFI response specifically for K-12 school districts
  • Familiarity with K-12 education policies, funding sources, and mental health services offerings

Skills...

  • Project Management: Excellent project management skills with the ability to coordinate across many stakeholders and prioritize tasks
  • Technically Savvy: Fluency in Google Suite (e.g. Sheets, Slides) and proven ability to quickly learn new tools and technology (e.g. Salesforce, Zoom, Asana)
  • Relationship Builder: Experience with building relationships across diverse stakeholders and influence without authority
  • Strong Communicator: Superb written and verbal communication skills
  • Entrepreneurial: Desire to work with a small, entrepreneurial team to build a new program
  • Organized thinker: Instinctively structures problems into logical components

The above is a summary of the role, not an exhaustive list. If you think that you have most of the above but not everything, please apply. We'd love to hear from you.

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: 

  • Competitive cash compensation between $75,000 to $115,000
  • Equity ownership stake in the company
  • High-quality health insurance with a $0 monthly premium option for employees
  • Dental, Vision, and Employer-Sponsored Life Insurance
  • 4 weeks of paid PTO (3 weeks any time  + 1 week office closure in December)
  • Sick Leave + Holidays
  • 401K with 2% employer match
  • Team-based culture with mission-driven colleagues who will go to bat for you

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.

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