Sr. Regional Account Manager

HopSkipDrive
United States
Workplace: RemoteFull timeUSD 90,000 - 100,000 annuallyFunction: Customer Success & Account ManagementExperience: 8+ yearsSkills: ["Communication","Presentation","Negotiation","Relationship-building","Data analysis"]

Senior account leadership for a Tier 1 book of business, owning retention and expansion across districts. Drives enterprise growth through Challenger-led selling, manages multi-stakeholder relationships, and collaborates cross-functionally with Sales, Operations, Product, Finance, Trust & Safety. Uses AI-enabled workflows and data to tailor value, negotiate renewals, and guide district-wide strategies in a remote-first environment.

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HopSkipDrive
HopSkipDrive
3 months ago

Sr. Regional Account Manager

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Last checked: 11 hours agoStatus: Live

Job Summary

Senior account leadership for a Tier 1 book of business, owning retention and expansion across districts. Drives enterprise growth through Challenger-led selling, manages multi-stakeholder relationships, and collaborates cross-functionally with Sales, Operations, Product, Finance, Trust & Safety. Uses AI-enabled workflows and data to tailor value, negotiate renewals, and guide district-wide strategies in a remote-first environment.
Location: United States
Workplace: Remote
Employment Type: Full time · Permanent
Job Function: Customer Success & Account Management
Seniority: Manager level

Key Responsibilities

  • •In-Person Client Engagement: Dedicate 2-3 days each week to on-site client visits to foster relationships, deepen understanding of client needs, and drive meaningful engagement. Additional national travel may be needed and reliable transportation is required.
  • •Spearhead Enterprise Growth: 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.
  • •Manage Client Accounts: Deliver exceptional client service, build and maintain strong, multi-threaded relationships across operational, technical, and executive stakeholders.
  • •Seek Net-New Opportunities: Lead multi-department discovery within districts to uncover unmet needs and quantify opportunity. Drive strategic expansion across HopSkipDrive’s product suite through structured discovery and Challenger methodology.
  • •Communicate Tailored Value: Communicate confidently with client executives, influencing decision-making through data, insight, and outcome-based recommendations.
Travel: Low travel

Pay and Benefits

Salary: USD 90,000 - 100,000 annually
Equity and Bonus:Equity
Perks:Health InsuranceDentalVision401kEquityLife InsurancePaid Leave

Key Requirements

  • •8+ years of experience in Account Management, Customer Success, or Consultative Sales in SaaS, marketplace, logistics, or services environments.
Experience:8+ yearsSaasMarketplaceLogistics
Skills:CommunicationPresentationNegotiationRelationship-buildingData analysis
Languages:English
Tech Stack:SalesforceAI

Company Brief

HopSkipDrive
Provides on-demand, vetted-driver transportation services for children and seniors, partnering with school districts, families, and care providers to offer safe, scheduled, and ad hoc rides through a tech-enabled platform.
Industry: Mobility Platforms
Company Size: Large (251 to 1,000 employees)
Growth: Scaleup
Funding: Series D
Headquarters: Los Angeles, United States
Founded: 2013
WebsiteLinkedIn