Account Executive

At least 3 years of experience selling to K-12 school districts with experience selling to districts in the Midwest
Located in the Midwest
Ability to travel up to 40% to meet with prospective clients and attend conferences (busy travel season of January-June)
Demonstrated success as a top performer (exceeding goals and quota) with a consultative sales mindset
Experience presenting virtually and in-person across a variety of stakeholders
Experience preparing error-free client-facing materials (proposals, email communication, etc.)
A demonstrated ability to steer a conversation by pivoting quickly, overcoming objections, and solving problems in the moment
Experience synthesizing information gathered through research and conversation, and connecting that information to Cartwheel’s solution
Strong organizational and time-management skills, with the ability to juggle multiple sales opportunities with competing timelines at once
An openness to collaborate frequently and productively with sales development and marketing team members
Passion working with schools on mental health issues
A competitive spirit – we love to win on the school sales team and will celebrate our wins together and learn and improve from our losses!

Be the face of Cartwheel in a set of states. You’ll introduce Cartwheel to interested districts virtually and in-person (for significant meetings and at conferences)
Collaborate with Sales Development Representatives on outbound prospecting strategy in your sales territory to start conversations with school districts that may be a good match for Cartwheel’s services
Collaborate with members of the marketing team on initiatives for generating inbound interest in your sales territory
Deeply understand the current state of mental health support in school districts, ask questions to uncover existing needs and priorities in districts, and position Cartwheel as a solution to those needs and priorities
Build strong and trusting relationships with school district main points of contact to help them navigate the buying process in their district
Lead tailored presentations on Cartwheel to school district decision-makers (Superintendents, Assistant Superintendents and Directors) virtually and, on occasion, in-person
Share pricing and project scopes with district buying committees and help them find creative ways to fund Cartwheel’s work
Collaborate with members of Cartwheel’s School Success Team to ensure a smooth handoff between the Sales and School Success teams once a district is signed on to work with Cartwheel

Experience working in schools (as a teacher, administrator, counselor, social worker or other support staff member)
Proficiency or expertise in using a CRM and a pipeline management platform (like Outreach.io)