HopSkipDrive provides a marketplace connecting vetted caregivers to kids and vulnerable adults for safe rides, and AI-powered routing software for school districts. It serves schools, families, and communities to address transportation inequities and improve access to education. The platform emphasizes safety with real-time tracking, monitoring, and rigorous driver vetting.
The People Generalist manages onboarding, employee lifecycle operations, People programs, leave and accommodation processes, compliance support, and occasional full-cycle hiring. The role requires 3+ years of People Operations or HR experience, strong judgment, discretion, and experience with people and talent platforms.
80k – 90k/yrRemote3+ YOEPeople Ops
Vice President, Marketing
HopskipdriveUnited States
VP of Marketing to own the full B2B revenue marketing function at HopSkipDrive, with deep expertise in product marketing, positioning, pricing, sales enablement, and tying all efforts to pipeline and revenue outcomes in a complex public-sector sales environment. Must be AI-forward and experienced leading full-funnel marketing with accountability to business metrics.
Salary not listedRemote10+ YOEProduct Marketing
Sr Counsel
HopskipdriveUnited States
Senior Counsel owning multi-state regulatory compliance, legislative monitoring, and litigation for a student transportation TNC. Requires JD, 8+ years legal experience focused on regulatory/governmental affairs with litigation exposure, and consistent use of AI tools.
Salary not listedRemote8+ YOELegal
AI & Automations Lead
HopskipdriveUnited States
Lead AI and automation initiatives by building shared infrastructure, reviewing and advising on AI builds, partnering to deploy secure solutions, and governing intake processes while managing costs. Requires 5+ years in technical operations with recent hands-on LLM and automation experience.
120k – 145k/yrRemote5+ YOEOther
Pod Lead, Specialty Account Management
HopskipdriveArizona +28
Lead and coach a pod of 5-6 account managers and specialists for HopSkipDrive's professional WAV and Livery fleets. Own supply performance, standardize processes with SOPs and AI tools, manage complex partnerships, and bridge sales-to-operations as a player-coach. Requires 5+ years managing teams and building scalable systems.
Salary not listedRemote5+ YOEAccount Management
Strategic Account Executive
HopskipdriveUnited States
Strategic Account Executive responsible for closing new business with school districts and government agencies, managing enterprise sales cycles, and traveling up to 50% for in-person prospecting and meetings.
Salary not listedRemote8+ YOEAccount Executive
GTM Engineer
HopskipdriveUnited States
GTM Engineer who owns Salesforce administration, GTM tool stack management, and builds AI-powered integrations and automations across Sales, Marketing, and Customer Success systems.
120k – 130k/yrRemote5+ YOEGTM Engineering
Metro Service Manager
HopskipdriveUnited States
Owns ongoing client operations and issue resolution for a student transportation platform. Manages implementations, drives service improvements, and acts as primary client contact. Requires 5+ years in Customer Success or Account Management.
80k – 90k/yrRemote5+ YOECustomer Success
Sr. Regional Account Manager
HopskipdriveUnited States
Owns retention, expansion, and account health for a Tier 1 book of business. Drives strategic growth through Challenger-led selling, cross-functional execution, and 2-3 days/week of in-person client visits. Requires 8+ years of SaaS/marketplace account management experience.
90k – 170k/yrRemote8+ YOEAccount Management
Regional Account Manager
HopskipdriveUnited States
The Regional Account Manager is responsible for day-to-day account management and long-term account strategy for a book of business. This role focuses on retention, expansion, and overall account health, requiring strong client communication and operational rigor.
130k – 140k/yrHybrid5+ YOEAccount Management
Senior Product Manager, Ops & Customer Experience
HopskipdriveUnited States
Senior PM building AI-native support platforms and LLM-powered agents to transform customer experience and operations for a mission-driven student transportation marketplace.
160k – 180k/yrRemote8+ YOEProduct Management
Data Analyst - Revenue Ops
HopskipdriveArizona +27
Analyzes revenue operations data using SQL, BI tools, and Salesforce to support sales forecasting and business decisions. Requires 5+ years in tech Sales/RevOps, Snowflake experience, and AI workflow integration.