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HopSkipDrive

CareDriver Compliance Specialist

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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.

Who we are 

As a CareDriver Compliance Specialist, you’ll play a critical role in ensuring every CareDriver on the platform complies with national and local level policies, rules, and regulations. The highest compliance standards are required to ensure every HopSkipDrive passenger gets in the car with a fully vetted and qualified CareDriver. We do, and you will, support the business through the following responsibilities:


  • Ensure national and local regulatory compliance for all CareDriver activities, adhering to established policies and procedures
  • Perform compliance checks on CareDriver vehicles, including new and rental units, to uphold established safety regulations
  • Review and adjudicate CareDriver documentation, making informed decisions on deactivations in accordance with Community Guidelines
  • Oversee CareDriver account status, utilizing pausing, reactivation, and deactivation functionalities to maintain platform integrity
  • Provide direct support to CareDrivers through phone and email communication, collaborating with Support and Operations teams to resolve inquiries
  • Optimize operational efficiency by meeting and exceeding key performance metrics related to SLAs, quality, and decision-making speed
  • Advocate for customer safety and satisfaction by conducting thorough investigations, making decisive judgments, and providing educational guidance to riders and CareDrivers
  • Maintain strict confidentiality and meticulously document all investigations, decisions, and communications through detailed written reports



Who you are 

You’re a self-starter with an intense drive and work ethic, a passion for our brand and our mission, and a get-things-done attitude. You’ll be ready to roll up your sleeves to help enhance the most productive and most caring community of drivers in the world. You’ll work on the front lines to maintain a healthy marketplace by ensuring compliance across the CareDriver community in multiple markets. With the following skills, you’ll make a tangible and immediate impact:


  • Self-driven with the ability to work independently and with minimal supervision
  • Strong attention to detail
  • Exceptional written communication skills
  • Outstanding analytical, investigative, and organizational skills
  • Experienced with change management and adaptability in fast-paced, dynamic environments.
  • Proficient in technical tools including Tableau, Paperform, Google Sheets, Excel, and CRM systems
  • 1+ year of experience in customer support via phone/email is preferred


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 $20 - $22hr. 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.

* This role will be fully remote in one of the following states AZ, CA, CO, CT, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OH, OK, OR, SC, TN, TX, UT, VA, WA, WI**



Note:  For this particular position, we’ve partnered with allUP to learn more about candidates from the very beginning. allUP makes it easier for you to share a bit more about yourself through a few additional questions. After applying, you'll be prompted to record a short, casual videos of yourself and the whole process should only take ~15 minutes. allUp videos are a required step in this interview process. Your application will not be considered for this position without having submitted these videos. 

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