Regional Account Manager

About the Company

At HopSkipDrive, our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation, connecting kids to highly-vetted caregivers through our marketplace and software.

Responsibilities

• Dedicate 2-3 days each week to on-site client visits to foster relationships and drive engagement
• Drive strategic expansion across the product suite using Challenger methodology
• Manage retention, expansion, and overall performance of a Tier 2 book of business
• Build and maintain multi-threaded relationships across operational, technical, and executive stakeholders
• Lead renewals, expansions, and structured pricing negotiations
• Partner cross-functionally with Sales, Operations, Product, Finance, and Trust & Safety

Requirements

• 5+ years of experience in Account Management, Customer Success, or Consultative Sales
• Experience in SaaS, marketplace, logistics, or services environments
• Proven track record of owning retention and expansion revenue
• Strong executive communication and presentation skills
• Advanced CRM discipline and data fluency (Salesforce or equivalent)
• Ability to manage complex, multi-stakeholder accounts
• Reliable transportation for regular client visits

Preferred Qualifications

• Experience in education, government, or regulated markets
• Familiarity with Challenger or similar insight-led sales methodologies
• Background in transportation, logistics, or marketplace platforms

Benefits

• Equity stock options
• Flexible vacation
• Medical, dental, vision, and life insurance
• 401(k) and FSA