HopSkipDrive logo
HopSkipDrive

HopSkipDrive is the safe youth transportation solution schools and families rely on to get kids where they need to go.

Senior Regional Account Manager

Account ManagerSalesFull TimeRemoteSeniorTeam 51-200Since 2014H1B No SponsorCompany SiteLinkedIn

Location

United States

Posted

39 days ago

Salary

$90K - $100K / year

Seniority

Senior

Bachelor Degree8 yrs expEnglish

Job Description

Senior Regional Account Manager

HopSkipDrive

• 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.

Job 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

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