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
Our Trust & Safety team focuses on maintaining platform safety and ensuring a reliable experience for all users. We’re dedicated to proactively addressing risks, improving incident response, and continuously refining our policies and processes to protect our community. As a Quality and Training Lead, you’ll support the business through the following responsibilities:
- Develop and maintain a quality assurance framework to assess and improve the performance of Trust & Safety support teams.
- Define QA scorecards, evaluation criteria, and feedback mechanisms to ensure consistency in case handling and adherence to policies.
- Partner with team managers to analyze QA data and trends to identify areas for continuous improvement and work cross-functionally to implement process enhancements.
- Design and execute new hire training programs, refresher courses, and continuous learning initiatives for Trust & Safety teams.
- Maintain and update training materials, playbooks, and knowledge bases in response to policy and operational changes.
- Work closely with stakeholders to ensure training aligns with policy updates, legal requirements, and emerging safety risks.
- Support audit processes and contribute to compliance initiatives related to Trust & Safety operations.
Who You Are
You’re a detail-oriented and strategic leader with a passion for operational excellence in the Trust & Safety space. With the following skills, you’ll make a tangible and immediate impact:
- 3+ years of experience in Quality Assurance, Training, or Learning & Development, preferably within Trust & Safety, Risk Operations, or Customer Support.
- Proven experience designing and managing QA programs and training initiatives for support teams.
- Strong analytical skills with the ability to interpret QA data and drive process improvements.
- Excellent facilitation, coaching, and communication skills to engage learners and stakeholders effectively.
- Familiarity with Trust & Safety principles, case handling, and risk mitigation strategies in a fast-paced, high-risk environment.
- Experience working with QA tools, LMS platforms, and knowledge management systems.
- Ability to manage multiple priorities, projects, and stakeholders in a dynamic environment.
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 proud to operate as a drug-free workplace. HopSkipDrive is also committed to fair and equitable compensation practices. The salary range for this role in Los Angeles, CA is $85000.00 - $95000.00. 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**
Top Skills
What the Team is Saying
What We Do
We’re a company with heart. Our technology solves complex transportation challenges where there is a heightened need for safety, equity, and care.
Our partnerships with school districts, child welfare agencies and nonprofits ensure equitable educational access for our most vulnerable populations, including youth in foster care, youth experiencing homelessness, and youth with special needs.
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 thinking to help kids reach their full potential by providing a safe, dependable way to get them where they are going.
Why Work With Us
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.
Gallery
HopSkipDrive Offices
Remote Workspace
Employees work remotely.
HopSkipDrive’s headquarters is located in Los Angeles’ Little Tokyo district and we love this space! However we believe strongly that most roles allow for a remote-first approach to work, and most of our employees work remotely.
