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 five million rides across over 17 states around 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 Safe Ride Support team takes pride in ensuring every ride is completed safely and smoothly, and that CareDrivers receive the information and support needed to be successful on our platform. As a CareDriver Support Manager you will be a critical player in delivering on our promise “Safety is Everything” and will help us achieve this goal in the following ways:
- Lead a team of CareDriver Support Team Leads located offshore to ensure we achieve department SLAs, KPIs, CSAT, and eNPS goals
- Conduct weekly 1:1s with your Team Leads, managing to metrics and providing clear and actionable feedback to help them develop in their roles
- Track the quality assurance for all team members in your purview, and be a thought partner for our QA Manager to track and benchmark performance
- Be a point of escalation for your team members and take over escalated interactions, as needed
- Monitor volume across all queues, coach Team Leads on workforce management, and jump into to assist, as needed
- Recognize and report high level trends in contact reasons and customer issues, using qualitative and quantitative data to make recommendations to SRS leadership
- Partner with cross-functional teams to help move projects and initiatives forward that benefit or impact SRS
- Identify operational improvements within your team’s workflows and partner with cross functional leaders on appropriate solutions
- Maintain strict adherence to HopSkipDrive policies and processes
Who You Are
You’re passionate about delivering amazing customer experiences and excited to build an operationally strong team. With the following skills, you’ll make a tangible and immediate impact:
- Proven management experience with 3-5 years in a team lead or manager role
- Excellent communication and interpersonal skills with a strong desire to collaborate with fellow leaders and cross-functional partners
- Maintain safety as a constant north star and exude calm under pressure
- A solutions-oriented leader who anticipates future needs, proactively utilizing AI to redesign and optimize current procedures for reduced manual effort and scale.
- Highly organized with the ability to manage multiple priorities simultaneously
- Intermediate Excel skills with the ability to use data for performance management and a desire desire to learn how to use data to influence decision making
- Open to feedback and a desire to succeed in a fast-paced 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 committed to fair and equitable compensation practices. The salary range for this role is 75,000 - 85,000 per year. 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.
Skills Required
- Proven management experience with 3-5 years in a team lead or manager role
- Excellent communication and interpersonal skills
- Intermediate Excel skills
- Ability to manage multiple priorities simultaneously
- A solutions-oriented leader
What the Team is Saying
HopSkipDrive Compensation & Benefits Highlights
-
Healthcare Strength — Core coverage includes medical, dental, vision, mental‑health resources/EAP, and short‑ and long‑term disability for full‑time employees. Paid parental leave is also included, indicating broad health and family protections.
-
Leave & Time Off Breadth — Remote‑first work, flexible time off, paid holidays, and a year‑end company closure are highlighted as standard time‑away benefits. Flexible PTO and a remote setup are emphasized to support work‑life balance.
-
Equity Value & Accessibility — Equity is offered to full‑time employees as part of compensation, positioning ownership as a standard component. Professional development stipends and home‑internet reimbursement complement this offering.
HopSkipDrive Insights
What We Do
We help get students to their destinations, safely and on time. Our technology connects school partners to a network of highly vetted drivers with small vehicles and wheelchair-accessible vehicles, complementing the yellow bus, filling in gaps, and enabling schools to support student transportation needs. 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.
Why Work With Us
HopSkipDrive exists to create opportunity for all through mobility. As the leader in innovative, supplemental school transportation, we’re taking a different approach to addressing inequities in educational access that are affecting millions of kids each day. We’re paving the way for a future where every student has the chance to succeed.
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.
