At
HopSkipDrive, our goal is to create opportunity for all through mobility. We’re a technology company that solves complex transportation challenges where there is a heightened need for safety, equity, and care. Through our marketplace, we connect kids, older adults, or anyone needing extra support to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts around the country. Founded by three moms as a solution to their own transportation challenges, we’ve now facilitated more than 3.3 million rides and operate across over 13 states across the country.
We continue to expand at a rapid pace, making the Inc. 5000 list four times, as well as the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M in funding to date.Role Clarification:This remote role requires frequent, in-person meetings. We are therefore only considering candidates in and around the Los Angeles, CA area.
Who We Are
We are a driven, mission-focused team passionate about transforming transportation through innovation and impact. Rather than just promoting a service, we build lasting partnerships with school districts and government agencies, solving their toughest challenges with our vetted CareDriver marketplace and cutting-edge solutions.Our goal is clear: drive growth, deliver value, and redefine what’s possible in mobility—while making a meaningful difference for those who need it most. You’ll help support that mission in the following ways:
- Drive Enterprise Growth: Contribute directly to the success of HopSkipDrive’s rapidly expanding Enterprise business, helping to achieve ambitious growth targets.
- Curiosity and Networking: Proactively seek new opportunities and leverage existing networks to connect with key stakeholders across different school districts and government departments.
- Ownership of Client Accounts: Take full ownership of a portfolio of existing clients, ensuring retention and expansion, while dedicating time to building a robust pipeline of new opportunities.
- Strategic Account Mapping: Identify key stakeholders within client organizations and uncover opportunities to deliver additional value across multiple use cases.
- Solution-Oriented Selling: Understand and log thorough notes on the transportation challenges and opportunities of prospects and clients, aligning HopSkipDrive’s proven solutions to address their needs effectively.
- Lead Pricing and Strategy Discussions: Facilitate pricing negotiations and shape high-level strategies to ensure long-term client alignment and growth in your metro.
- Client Engagement on the Road: Conduct 2-3 days of on-site client visits each week to strengthen relationships and drive engagement.
Who You Are
You thrive on tackling challenges head-on and delivering exceptional results. You’re driven by a bold vision and energized by the opportunity to lead in a rapidly expanding market. With a passion for innovation and collaboration, you see each day as a chance to grow, make an impact, and contribute to our mission of unlocking opportunity for all through mobility. With the following skills, you’ll make a tangible and immediate impact:
- Relationship Building: Proven ability to cultivate strong, trust-based relationships with clients and internal stakeholders, fostering long-term partnerships.
- Collaboration: A team player who thrives in a collaborative environment, working seamlessly across departments to achieve shared goals.
- Detail-Oriented: Exceptional attention to detail, ensuring accuracy and precision in all aspects of work, from client communications and record keeping, to project execution.
- Organizational Skills: Strong ability to prioritize tasks, manage time effectively, and maintain order in a fast-paced, dynamic environment.
- Goal-Oriented: Driven by achieving and exceeding targets, with a focus on delivering measurable results that align with company objectives.
- Client Relationship Management & Engagement: Skilled in managing client accounts, anticipating needs, and delivering solutions that enhance client satisfaction and retention.
- Presentation Skills: Confident and persuasive communicator, capable of creating and delivering impactful presentations to a variety of audiences.
- Strategic Sales Acumen: Demonstrated expertise in developing and executing account plans, identifying opportunities, and delivering solutions that align with client needs and business objectives.
We are a driven, mission-focused team passionate about transforming transportation through innovation and impact. Rather than just promoting a service, we build lasting partnerships with school districts and government agencies, solving their toughest challenges with our vetted CareDriver marketplace and cutting-edge solutions.Our goal is clear: drive growth, deliver value, and redefine what’s possible in mobility—while making a meaningful difference for those who need it most. You’ll help support that mission in the following ways:
- Drive Enterprise Growth: Contribute directly to the success of HopSkipDrive’s rapidly expanding Enterprise business, helping to achieve ambitious growth targets.
- Curiosity and Networking: Proactively seek new opportunities and leverage existing networks to connect with key stakeholders across different school districts and government departments.
- Ownership of Client Accounts: Take full ownership of a portfolio of existing clients, ensuring retention and expansion, while dedicating time to building a robust pipeline of new opportunities.
- Strategic Account Mapping: Identify key stakeholders within client organizations and uncover opportunities to deliver additional value across multiple use cases.
- Solution-Oriented Selling: Understand and log thorough notes on the transportation challenges and opportunities of prospects and clients, aligning HopSkipDrive’s proven solutions to address their needs effectively.
- Lead Pricing and Strategy Discussions: Facilitate pricing negotiations and shape high-level strategies to ensure long-term client alignment and growth in your metro.
- Client Engagement on the Road: Conduct 2-3 days of on-site client visits each week to strengthen relationships and drive engagement.
Who You Are
You thrive on tackling challenges head-on and delivering exceptional results. You’re driven by a bold vision and energized by the opportunity to lead in a rapidly expanding market. With a passion for innovation and collaboration, you see each day as a chance to grow, make an impact, and contribute to our mission of unlocking opportunity for all through mobility. With the following skills, you’ll make a tangible and immediate impact:
- Relationship Building: Proven ability to cultivate strong, trust-based relationships with clients and internal stakeholders, fostering long-term partnerships.
- Collaboration: A team player who thrives in a collaborative environment, working seamlessly across departments to achieve shared goals.
- Detail-Oriented: Exceptional attention to detail, ensuring accuracy and precision in all aspects of work, from client communications and record keeping, to project execution.
- Organizational Skills: Strong ability to prioritize tasks, manage time effectively, and maintain order in a fast-paced, dynamic environment.
- Goal-Oriented: Driven by achieving and exceeding targets, with a focus on delivering measurable results that align with company objectives.
- Client Relationship Management & Engagement: Skilled in managing client accounts, anticipating needs, and delivering solutions that enhance client satisfaction and retention.
- Presentation Skills: Confident and persuasive communicator, capable of creating and delivering impactful presentations to a variety of audiences.
- Strategic Sales Acumen: Demonstrated expertise in developing and executing account plans, identifying opportunities, and delivering solutions that align with client needs and business objectives.
Our Investment In You
We want you to be an owner in our company and share in executing our vision, so every full-time employee has equity. In addition, we offer flexible vacation, medical, dental, vision, and life insurance, 401(k), FSA, and an opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential. HopSkipDrive is committed to fair and equitable compensation practices. The salary range for this role is an $85,000 base with an OTE of $125,000 - $130,000.
This position is remote and, as such, compensation will ultimately be in line with the location in which the position is filled. Final compensation for this role will be determined by several factors such as a candidate’s relevant work experience, skill set, certifications, and specific work location. The total compensation package for this role also includes equity stock options.HopSkipDrive is proud to be an equal-opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, veteran status, or any other protected class.
Reminder: This remote role requires frequent, in-person meetings. Qualified candidates must be based in or within driving distance of Los Angeles, CA.
