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.
Role Clarification: This remote role is a contract role with the possibility of extension.
Who We Are
Our Marketplace Ride Operations team connects kids, older adults, or anyone needing extra support to highly-vetted caregivers on wheels. We value teamwork and are comfortable working in a remote setting, using online tools.
We do, and you will support the business in the following ways:
- Proactively match rides within 24 hours from scheduled departure.
- Assist in maintaining high ride claim rates across all markets.
- Detect and Communicate Effectively with team members and leadership any trouble rides (anomalies).
- Continuously identify opportunities for process improvement within the ride-matching operations.
- Ensure adherence to procedures for Same Day Build, Gender Preference, and Lateness Offboarding requests.
- Fulfill requests from our PCD+ program, to match ride series with the same CareDriver.
- Question existing workflows and procedures to streamline operations and enhance efficiency.
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 have experience in providing excellent customer service, are resourceful, and are a master of multitasking. You thrive in fast-paced environments, enjoy helping people, and excel at problem-solving.
What you’ll bring:
- 2+ years of experience demonstrating results in a fast-paced, detail-oriented work environment
- An entrepreneurial mindset and a “no job too small or challenge too big” attitude
- Strong critical thinking skills and innovation while being self-reliant and resourceful
- Efficiency drivenProficiency in Excel, Word, and Google Docs
- Strong written and verbal communication skills across multiple functions and teams
- Experience working remotelyAbility to switch between tasks and duties with speed and ease
Role Clarification: This remote role is a contract role with the possibility of extension.
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 hourly range for this role in is $20-23/hour. 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, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OK, OR, SC, TN, TX, UT, VA, WA, WI**
What the Team is Saying
HopSkipDrive Compensation & Benefits Highlights
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Healthcare Strength — Corporate roles include medical, dental, vision, HSA/FSA options, mental‑health resources/EAP, and short‑ and long‑term disability. Paid parental leave is explicitly included within the health and wellbeing offering.
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Leave & Time Off Breadth — Employees are offered flexible or generous PTO, paid holidays, and a company‑wide end‑of‑year closure, with sick time also available for employees and families. Feedback suggests the remote‑first setup further supports time away when needed.
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Equity Value & Accessibility — Equity is provided to full‑time employees and positioned as a standard part of compensation. Feedback suggests this ownership component meaningfully augments total rewards for corporate roles.
HopSkipDrive Insights
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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.
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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.
