Senior Account Executive

The Senior Account Executive at Cartwheel is responsible for developing and owning our best practices approach for securing renewals and expansions of existing contracts. This includes forecasting and managing the renewal pipeline, identifying growth strategies for individual accounts, and collaborating with Sales and Success teams to ensure seamless transitions post-sale.

To be a successful Senior Account Executive at Cartwheel, candidates should have 6-10 years of sales or account management experience within the K-12 education space. A deep understanding of the sales process, stakeholder engagement, and the ability to navigate complex district needs are essential for driving growth and impact.

At Cartwheel, support for our Senior Account Executives comes in many forms, from collaboration with experienced Sales and Success teams to a robust professional development program. Our inclusive environment fosters shared learning, ensuring everyone has access to the tools and resources needed to enhance performance and achieve sales targets.

The impact of the Senior Account Executive is significant in expanding Cartwheel's influence within school districts. By deepening partnerships and successfully securing contract renewals, you will directly contribute to improving mental health resources available to students, ultimately reshaping the educational landscape in support of mental wellness.

Cartwheel promotes a mission-oriented and inclusive work culture where feedback is valued, and colleagues support one another in achieving common goals. Remote flexibility, competitive compensation, and opportunities for professional growth are key aspects that define the everyday experience for a Senior Account Executive.

When discussing renewal strategies, emphasize the importance of building strong, trusting relationships with key stakeholders in each district. Be prepared to showcase data on how Cartwheel’s services have positively impacted student mental health to bolster your argument for renewals.

In answering this question, highlight your methodical approach to managing your sales pipeline, including techniques for prioritizing leads and tracking progress. Discuss any specific software or tools you use to enhance your forecasting accuracy and stay organized.

For objections, describe a structured approach where you actively listen to the concerns of the potential partner, empathize, and then address the objection with compelling data or case studies that illustrate the value of Cartwheel's services in overcoming similar challenges.

Explain your proactive approach to understanding district needs through regular communication and feedback from stakeholders. Highlight the importance of analyzing student outcomes and counselor feedback to tailor additional services that align well with existing contracts.

When providing an example, detail the negotiation process clearly, including the objectives you set forth, how you adapted during discussions, and the final outcome. Stress the importance of maintaining a collaborative and relationship-focused mindset throughout the negotiation.

Discuss your emphasis on researching current trends and staying informed on the specific challenges K-12 districts face. Talk about how you tailor strategies based on direct interactions with educational leaders to ensure solutions are relevant and impactful.

In your response, share the CRM and project management tools you've successfully utilized in previous roles. Discuss how these tools helped streamline communication, maintain relationships, and keep track of contract milestones effectively.

Highlight your belief in the power of collaboration by discussing past experiences where you actively liaised with internal teams to solve problems or improve service delivery. Share how this team-oriented approach enhances overall client satisfaction.

Point to your intrinsic motivation to create meaningful change in the mental health landscape of education as a key driving force. Discuss strategies you use to stay positive and resilient, such as setting personal goals and seeking feedback from peers.

Reflect on a specific situation where fluctuating external factors required you to adapt your strategy quickly. Explain the steps you took to reassess your approach, the insights you gained from the experience, and how it ultimately influenced your success.