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HopSkipDrive

Regional Account Manager

HopSkipDrive

Regional Account Manager responsible for client engagement and account management at HopSkipDrive. Driving growth and maintaining relationships within the transportation sector.

Posted 4/20/2026full-timeRemote • California • 🇺🇸 United StatesMid-LevelSenior💰 $85,000 - $90,000 per yearWebsite

About the role

Key responsibilities & impact
  • The Regional Account Manager (RAM) is responsible for day-to-day account management and long-term account strategy across a Tier 2 book of business.
  • Own retention, expansion, and overall account health while serving as the strategic quarterback for complex districts.
  • Set and execute account strategy and provide recommendations to senior staff for required resources.
  • Collaborate cross-functionally with Metro Service Managers to drive operational excellence at the account level.
  • Identify product-level gaps and strategies for product penetration by account.
  • Drive measurable outcomes through strategic account planning, Challenger-led selling, and cross-functional execution.
  • Dedicate 2-3 days each week to on-site client visits to foster relationships.
  • Lead renewals and expansions, including structured negotiations and closing motions.

Requirements

What you’ll need
  • 5+ 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.
  • High operational rigor and the ability to leverage AI into daily workflows.
  • Experience in education, government, or regulated markets.
  • Familiarity with Challenger or similar insight-led sales methodologies.
  • Background in transportation, logistics, or marketplace platforms.

Benefits

Comp & perks
  • equity
  • flexible vacation
  • medical insurance
  • dental insurance
  • vision insurance
  • life insurance
  • 401(k)
  • FSA
  • opportunity to work for a uniquely positioned, VC-backed company

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
Account ManagementCustomer SuccessConsultative SalesRetention RevenueExpansion RevenueCRM DisciplineData FluencyChallenger Sales MethodologyOperational ExcellenceStrategic Account Planning
Soft Skills
Executive CommunicationPresentation SkillsCross-Functional CollaborationRelationship BuildingNegotiationAccountabilityComfort in AmbiguityOperational RigorLeadershipStrategic Thinking