HopSkipDrive

HopSkipDrive provides supplemental student transportation and routing software, connecting school districts, government agencies, and nonprofits with a network of vetted CareDrivers. The company serves schools, families, and riders by addressing complex logistical challenges such as IEP requirements, foster care transportation, and McKinney-Vento needs through its CareEngine platform and RouteWise AI tool. AI is utilized throughout the organization as an operational foundation rather than a simple productivity add-on, reshaping internal workflows and influencing product design to enhance transparency and trust across enterprise and consumer interfaces.

The current open roles reflect team-building efforts across engineering, product design, legal, marketing, and sales functions. The available positions include an Engineering Manager for Platform and DevOps, a Senior Product Designer, a Director of Commercial Law, a VP of Marketing, and several account executive and regional management roles. All listed positions are remote, offering opportunities for professionals ranging from individual contributors to leadership and director levels to join the distributed team.