Regional Account Manager- Future Opportunity

About this role

The Regional Account Manager will manage and strategize accounts across a Tier 2 book of business, focusing on retention and expansion. Responsibilities include client engagement, driving growth, and collaborating cross-functionally to optimize service offerings. The role involves regular on-site client visits and requires a strong emphasis on communication and operational rigor.

About the company

HopSkipDrive is a technology-driven transportation service focused on providing safe and reliable rides for children. The company partners with schools, organizations, and families to facilitate transportation solutions that cater to the unique needs of youth and their guardians.

What you'll do

• Dedicate 2-3 days each week to on-site client visits
• Drive strategic account expansion across product suite
• Manage client accounts and build strong relationships
• Lead discovery within districts to uncover new opportunities
• Communicate tailored value to client executives
• Align cross-functional teams around client priorities
• Lead pricing discussions and contract renewals
• Utilize AI for operational excellence

What we're looking for

• 5+ years in Account Management or Customer Success
• Proven retention and expansion revenue ownership
• Strong executive communication skills
• Experience managing complex, multi-stakeholder accounts
• Advanced CRM discipline and data fluency
• Comfort operating in ambiguity with accountability
• High operational rigor
• Experience in education, government, or regulated markets

Nice to have

• Familiarity with Challenger sales methodology
• Background in transportation, logistics, or marketplace platforms

Benefits

• Equity options
• Flexible vacation
• Health insurance (medical, dental, vision)
• 401(k) and FSA