Two Chicks With A Side Hustle


Who we are

HopSkipDrive’s mission is to create opportunity for all through mobility. Our innovative, supplemental school transportation solutions are used by over 400 school districts, charter schools, nonprofits, government agencies, as well as busy families to safely and reliably get kids where they need to go.

Student transportation is the largest mass transit system in the U.S. The way kids get to and from school has a direct impact on our kids, families, schools and communities. While school districts spend $28 billion annually on transportation, only 30% of kids get to school on a bus. The current system can no longer meet all the transportation needs of our districts, schools and families — and its shortcomings are causing inequities in educational access that are affecting the welfare of millions of kids each day.

HopSkipDrive is taking a different approach to arranging safe, reliable school transportation that meets needs that aren’t being addressed by the current system, helping to fill gaps and supplement the student transportation options available. We create personalized transportation solutions for the one to the many, and everything in between. 

We’re a company with heart

Our partnerships with school districts, child welfare agencies and nonprofits ensure equitable educational access for the most vulnerable populations, including youth in foster care, children experiencing homelessness and students with disabilities. 

We understand that the difference between struggle and success can sometimes be as simple as the ability to show up, which is why we’re on a mission to use innovative technology — coupled with operational expertise and new ways of thinking — to help kids reach their full potential by providing a safe, dependable way to get them where they are going. 

We’re an awesome place to work

Our company culture has been well-recognized — HopSkipDrive has been named to Fast Company’s Most Innovative Companies list, as well as Best Places to Work lists from Built In LA, Comparably, Inc., and the Los Angeles Business Journal. Comparably also named us a Best Company for Professional Development, as well as to its Best CEO and Best CEOs for Women lists. 

We’re growing rapidly

Founded by three moms as a solution to their own transportation challenges, we now operate across over 20 major markets and more than a dozen 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 has raised $100M in funding to date.

Who you are

You are looking for a challenging and rewarding experience. You are inspired by our vision and the opportunity to define a new category in an incredibly fast-growing market. You are excited to learn, grow and collaborate so we can achieve our mission of creating opportunity for all through mobility.

At HopSkipDrive, we know that challenges require different approaches, unique perspectives and new ways of thinking.  We are building a team of creative problem-solvers from many different backgrounds.

As a Client Support Specialist, your primary responsibility is to provide outstanding support for clients and consumers with a focus on client engagement and satisfaction, complete resolutions, and working cohesively with other team members in the Client Support team and the Operations Department to deliver a positive client experience. You will interact with current and potential clients, consumers, caregivers, and CareDrivers in our community and will be a critical player in making sure every ride is delivered smoothly and safely. You will build trust and comfort by providing excellent customer service via phone, text, chat, and email.

You are calm under pressure and can be a beacon of comfort for clients, consumers, and caregivers both in high-stress situations and when answering questions. You are empathetic, outgoing, friendly, and have excellent people skills. You are proficient in Google Workspace. Proficiency in Kustomer is a plus. You have experience in providing excellent customer service and are a master of multitasking.

What we’re looking for

  • A problem-solver who can identify, solve, and prevent problems before they arise
  • Respond to client queries in a timely and accurate way, via phone, text, chat, and email
  • Gather and share client feedback, feature requests, and effective workaround team members and other cross-functional teams
  • Troubleshoot questions about our app (iPhone and Android) and website
  • Recognize trends in issues and complaints and suggest changes to improve our service
  • Communicate with clients, consumers, and caregivers on our platform to get feedback on rides
  • Provide ride and account assistance to clients, consumers, and caregivers
  • Update and maintain our internal and external FAQs and knowledge base
  • Provide solutions that are consistent with HopSkipDrive policy

What you will get

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 competitive market comp, flexible vacation, FSA, medical, dental and vision, 401(k), 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 hourly range for this role is $17-18hr.  Final compensation for this role will be determined by several factors such as a candidate’s relevant work experience, skill set and specific work location. The total compensation package for this role also includes equity stock options.