Director of Strategic Finance

Cartwheel is looking for a Director of Strategic Finance to build the strategic finance function from the ground up and serve as a core member of the extended leadership team enabling the company’s growth and success. This is a W2, Full-Time, Salaried position reporting to the COO and Co-Founder, with a start date in Fall 2025. While preference is for someone in the Boston area, they are open to remote with some travel. The roles involves improving and maintaining Cartwheel’s financial/operating forecast, in close partnership with the COO, CEO, and leadership team. This includes scenario planning to drive investment decisions. You will also be responsible for monitoring and reporting on key financial metrics aligned to OKRs to the Senior Leadership Team and Board of Directors and partner with departments to strategically manage their budgets and analyze variance. Also, you will collaborate with outsourced accounting partners to ensure timely and accurate monthly close; work toward insourcing accounting function, including hiring a controller in early 2026. This opportunity offers a mission-oriented environment, inclusive colleagues, competitive compensation, generous benefits, and the chance to make a significant impact on student mental health.