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Hopskipdrive

Safe supplemental transportation for students and schools

Los Angeles, CARemote201-1000saasSeries D+
About

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.

Perks & benefits
Medical, Dental & Vision401kPaid Parental LeaveFlexible Time OffFully Remote OptionHealth Spending AccountCompany Equity
Browse by role
Open roles · 14
Hopskipdrive

Regional Account Manager

Own retention, expansion, and account health for a Tier 2 book of school district clients. Drive revenue through strategic account planning, Challenger-led selling, and cross-functional execution while traveling 2-3 days/week for in-person engagement.

85k – 140kWisconsin +4Account ManagementRemote5+ YOECRMAI Tools
Hopskipdrive

Metro Service Manager

Manage ongoing client operations and issue resolution for a student transportation platform. Own client relationships, lead implementations, resolve escalations, and drive service improvements through data analysis and cross-functional collaboration.

80k – 90kUnited StatesCustomer SuccessRemote5+ YOECRMExcel
Hopskipdrive

Strategic Account Executive

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.

United StatesAccount ExecutiveRemote8+ YOEGongClaude
Hopskipdrive

GTM Engineer

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 – 130kUnited StatesGTM EngineeringRemote5+ YOEMakeGong
Hopskipdrive

Metro Service Manager

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 – 90kUnited StatesCustomer SuccessRemote5+ YOECRMExcel
Hopskipdrive

Sr. Regional Account Manager

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 – 170kUnited StatesAccount ManagementRemote8+ YOECRMAI Tools
Hopskipdrive

Regional Account Manager

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 – 140kUnited StatesAccount ManagementHybrid5+ YOEAISaaS
Hopskipdrive

Compliance & Legal Operations Manager

The Compliance & Legal Operations Manager will lead compliance analysis, manage regulatory infrastructure, and optimize legal operations. This role involves administering Ironclad, leveraging AI tools, and supporting client-facing compliance.

110k – 115kUnited StatesLegalRemote4+ YOESOC 2Airbase
Hopskipdrive

Paralegal

The Paralegal will manage the contract review queue, draft and redline agreements, maintain the contract repository, and provide litigation support. This role requires 4-6 years of paralegal experience and a tech-forward mindset.

80k – 95kArizona +27LegalRemote4+ YOEIroncladCLM systems
Hopskipdrive

VP, Engineering

As the VP of Engineering, you will lead and scale the engineering organization, drive execution, foster a high-performance culture, and transition towards an AI-accelerated engineering environment. You will partner with the CPTO and SVP of Product to align vision with technical strategy.

240k – 270kLos Angeles, CA +28Engineering ManagementRemoteAIiOS
Hopskipdrive

Sales Development Representative

As a Sales Development Representative, you will build initial relationships with prospects at school districts, educate them on HopSkipDrive's services, and schedule meetings for Account Executives. You will utilize a consultative sales approach, manage the sales funnel in Salesforce, and strive to exceed monthly and quarterly quotas.

55k – 75kArizona +26Sales DevelopmentRemoteEntry levelCRMSalesforce
Hopskipdrive

Senior Product Manager, Ops & Customer Experience

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 – 180kUnited StatesProduct ManagementRemote8+ YOELLMCRM
Hopskipdrive

Marketplace & Launch Operations Manager

Manages end-to-end marketplace launches in new regions, owning supply-demand forecasting, performance optimization, and cross-functional execution using data models and AI tools. Requires 3+ years in analytical operations, Excel/SQL proficiency, and high agency in ambiguous environments.

95k – 110kArizona +27Business OperationsRemote3+ YOESQLExcel
Hopskipdrive

Data Analyst - Revenue Ops

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.

95k – 110kArizona +27Data AnalyticsRemote5+ YOERSQL