Strategic Account Executive

Remote USA
Posted 2 weeks ago
Expires September 6, 2026
Full TimeRemoteSalesOperationsLegal

The Strategic Account Executive at HopSkipDrive is a pivotal role within the Revenue team, focusing on driving growth by establishing and nurturing partnerships with school districts and government agencies. This position is remote-based, offering flexibility while contributing to the company's mission of providing safe and efficient transportation solutions. HopSkipDrive, founded by three mothers, has grown into a leader in supplemental student transportation, facilitating over five million rides across more than 20 states.

In this role, the Strategic Account Executive is responsible for identifying and securing new business opportunities, effectively negotiating terms, and converting prospects into paying clients. A significant aspect of the position involves building and maintaining a robust sales pipeline, with top performers sourcing approximately 20-30% of their own leads. The role requires a consultative approach, challenging the status quo by leading conversations with insights tailored to the prospect's specific needs, and engaging multiple stakeholders within the client's organization to drive consensus and urgency.

Candidates should possess a strong background in sales, particularly in complex, multi-stakeholder environments, with a proven track record of meeting or exceeding sales targets. Exceptional communication skills are essential, enabling the candidate to engage effectively with diverse audiences and convey the value proposition of HopSkipDrive's services. Experience in the education or transportation sectors is advantageous, as is familiarity with sales methodologies such as MEDDPICC.

While specific compensation details are not provided, HopSkipDrive offers a competitive salary and benefits package, including health insurance, retirement plans, and professional development opportunities. The company fosters a remote-first, mission-driven culture, emphasizing the use of AI tools to enhance productivity and innovation. Employees are encouraged to be curious, willing to learn, and ready to use the best tools available to move the mission forward.

Joining HopSkipDrive means becoming part of a dynamic team dedicated to transforming transportation through innovation and impact. The company values safety, equity, and care, striving to make a meaningful difference for those who need it most. Employees have the opportunity to work on challenging projects, collaborate with diverse teams, and contribute to a mission that positively impacts communities across the country.

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