Senior Regional Account Manager

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HopSkipDrive

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2014

🚗 Transport

📚 Education

🏢 Enterprise

💰 $37M Series D on 2022-09

Transport • Education • Enterprise

HopSkipDrive is a leading provider of innovative and scalable school transportation solutions, partnering with schools, districts, and counties to provide safe, reliable transportation for youth. They specialize in providing alternatives to traditional school bus routes, catering to students' non-routine needs, those in foster care, and students with special transportation requirements. HopSkipDrive also supports personalized and small group transportation solutions, and uses RouteWise AI technology for transportation optimization. Their service is known for being 40% more affordable than traditional underutilized bus routes. They also address challenges such as bus driver shortages and provide a flexible network of CareDrivers, ensuring safety and reliability.

📋 Description

• Dedicate 2-3 days each week to on-site client visits to foster relationships, deepen understanding of client needs, and drive meaningful engagement. • Drive strategic expansion across HopSkipDrive’s product suite through structured discovery and Challenger methodology. • Build and execute district-level growth strategies, including multi-threaded stakeholder plans while owning retention, expansion, and overall performance of named accounts. • Deliver exceptional client service, build and maintain strong, multi-threaded relationships across operational, technical, and executive stakeholders. • Lead multi-department discovery within districts to uncover unmet needs and quantify opportunity. • Communicate confidently with client executives, influencing decision-making through data, insight, and outcome-based recommendations. • Align Sales, Operations, Product, Finance, Trust & Safety and Support around client priorities and optimize our offerings to their needs. • Lead renewals and expansions, including structured negotiations and closing motions. • Utilize AI to craft personalized meeting agendas, synthesize complex stakeholder needs, and draft high-impact follow-up communications.

🎯 Requirements

• 8+ years of experience in Account Management, Customer Success, or Consultative Sales in SaaS, marketplace, logistics, or services environments. • Proven ownership of retention and expansion revenue. • Strong executive communication and presentation skills. • Demonstrated success managing complex, multi-stakeholder accounts. • Advanced CRM discipline and data fluency (Salesforce or equivalent). • Experience leading cross-functional account execution. • Comfort operating in ambiguity with accountability for outcomes. • Experience in education, government, or regulated markets highly preferred • Familiarity with Challenger or similar insight-led sales methodologies highly preferred • Background in transportation, logistics, or marketplace platforms highly preferred • High operational rigor and the ability to leverage AI into daily workflows

🏖️ Benefits

• equity • flexible vacation • medical, dental, vision, and life insurance • 401(k) • FSA