Jobs at HopSkipDrive

Positions 263

HopSkipDrive is a transportation tech startup that delivers safe, reliable rides for children across the U.S. Since its 2017 launch, the company has built a platform that blends real‑time GPS tracking, AI‑powered routing, and rigorous driver vetting to keep students secure on every trip.

The job market at HopSkipDrive spans software engineering (React, Node.js, Go), data science, product, DevOps, QA, and operations roles. Engineers often work with Python, TypeScript, and AWS services, while product teams focus on safety dashboards and driver‑app UX. Candidates can expect a mix of remote and on‑site positions, performance‑based reviews, and a culture that prioritizes child safety and operational efficiency.

By browsing HopSkipDrive listings on Job Transparency, applicants gain immediate access to median salary ranges, employee sentiment scores, and benefits data. This transparency lets candidates compare offers, negotiate confidently, and verify that a role aligns with their compensation expectations before submitting an application.

Temporary Contract Specialist

Company: HopSkipDrive

Location: Remote

Posted Apr 13, 2023

HopSkipDrive is a company that provides innovative youth transportation solutions, serving over 300 school districts, charter schools, government agencies, and families. Their mission is to create opportunity for all through mobility, addressing the inefficiencies and high costs of the current student transportation system. They offer personalized transportation solutions and prioritize equitable access for vulnerable populations, including youth in foster care, homelessness, and with special needs. HopSkipDrive is recognized for its company culture and is rapidly expanding, having been named to Best Places to Work lists and making the Inc. 5000 and Deloitte 500 Fast-Growing Technology lists. They are seeking a contract specialist to join their Legal/Government Affairs team, with experience in reviewing and editing contracts, particularly in SaaS, licensing, vendor, non-disclosure, consulting, and sales agreements.

CareDriver Operations Specialist

Company: HopSkipDrive

Location: Remote

Posted Apr 10, 2023

HopSkipDrive is a company that provides innovative youth transportation solutions, serving over 300 school districts, charter schools, government agencies, and families. Their mission is to create opportunity for all through mobility, addressing the inefficiencies and high costs of the current student transportation system. They aim to provide personalized transportation solutions for all, including vulnerable populations such as youth in foster care, youth experiencing homelessness, and youth with special needs. HopSkipDrive is recognized for its company culture and has been named to Best Places to Work lists. They are rapidly expanding and seeking a CareDriver Operations Specialist to ensure a healthy supply of qualified CareDrivers and maintain compliance.

Marketplace Manager

Company: HopSkipDrive

Location: Remote

Posted Mar 24, 2023

HopSkipDrive is a company with a heart, dedicated to creating opportunity for all through mobility. They serve over 300 school districts and have nearly 500,000 yellow buses on the road. The company is growing rapidly, having raised $70M in funding and serving nine states and 16 markets. They are looking for a Marketplace Manager to own supply and demand forecasts, design and ship productivity promotions, and operate in a highly fluid environment.

Director of CareDriver Engagement

Company: HopSkipDrive

Location: Remote

Posted Mar 16, 2023

HopSkipDrive is a company with a heart, focused on providing personalized transportation solutions for vulnerable populations and creating opportunities for all through mobility. They are a fast-growing startup with a strong culture, backed by top-tier venture capital firms, and have raised $70M in funding. They are looking for a Manager of CareDriver Engagement to nurture and support their CareDriver community, evolve and maintain certification requirements, and drive operational tasks related to company initiatives impacting the CareDriver population.

Sr. Government Relations Associate

Company: HopSkipDrive

Location: Remote

Posted Mar 29, 2023

HopSkipDrive is a company with a heart, creating personalized transportation solutions for all. They are growing rapidly, serving nine states and 16 markets, and have raised $70M in funding. They are looking for a Sr. Government Relations Associate to track and analyze policies, set legislative agendas, and collaborate with stakeholders.

Engineering Manager

Company: HopSkipDrive

Location: Remote

Posted Apr 06, 2023

HopSkipDrive is a company with a heart, dedicated to creating opportunity for all through mobility. They use innovative technology and operational expertise to help kids reach their full potential by providing a safe, dependable way to get them where they are going. The company is growing rapidly, having raised $70M in funding to date and serving nine states and 16 markets across the country. They are looking for an Engineering Manager with 5+ years of professional software engineering experience, 3+ years of professional Ruby on Rails or React experience, and 2+ years of managing software engineers. The role involves identifying and clearing bottlenecks, conducting weekly 1:1s with direct reports, and fostering a continuous improvement mindset amongst the team.

People Operations Coordinator

Company: HopSkipDrive

Location: Los Angeles, CA

Posted Mar 17, 2023

HopSkipDrive is a company with a heart, focused on creating opportunity for all through mobility. They offer personalized transportation solutions, have a strong company culture, and are rapidly growing. The role of People Team Coordinator involves supporting talent acquisition, employee engagement, and maintaining a positive work environment.

CareDriver Operations Specialist

Company: HopSkipDrive

Location: Remote

Posted Apr 10, 2023

HopSkipDrive is a company with a mission to create opportunity for all through mobility. They offer personalized transportation solutions and are committed to using innovative technology and operational expertise to help kids reach their full potential. The company has a strong company culture, rapid growth, and has raised $70M in funding. They are looking for a CareDriver Operations Specialist to ensure a healthy supply of CareDrivers and maintain compliance.

Safe Ride Support Specialist

Company: HopSkipDrive

Location: Remote

Posted Mar 24, 2023

HopSkipDrive is a company with a mission to create opportunity for all through mobility. They offer personalized transportation solutions and are committed to using innovative technology and operational expertise to help kids reach their full potential. The company has a positive culture, rapid growth, and has raised $70M in funding. They are looking for a Safe Ride Support Specialist to exude calm under pressure, communicate quickly and often, and handle a high volume of calls and messages. The position is remote and offers equity, flexible vacation, medical benefits, and more.

Senior UI/UX Designer

Company: HopSkipDrive

Location: Los Angeles, CA

Posted Mar 14, 2023

HopSkipDrive is a company that provides safe and innovative youth transportation solutions. They aim to create opportunity for all through mobility, and their mission is to provide a safe, dependable way to get kids where they need to go. They are a rapidly growing company with a strong company culture and a commitment to fair and equitable compensation practices.

Sr. Software Engineer (Ruby on Rails)

Company: HopSkipDrive

Location: Remote

Posted Mar 26, 2023

HopSkipDrive is a company with a heart, creating opportunity for all through mobility. They have a safe, innovative youth transportation solution used by over 300 school districts, charter schools, government agencies, and busy families. With nearly 500,000 yellow buses on the road every day and 3.5 billion miles driven a year, they are the largest mass transit system in the US. They are disrupting the current system with personalized transportation solutions and are an awesome place to work, with a company culture well-recognized and growing rapidly. They are looking for a Senior Rails Engineer with 3+ years of experience with Ruby on Rails, 5+ years of professional software engineering, and advanced experience with PostgreSQL or MySQL. The Senior Engineer should be able to own technical design for projects of moderate complexity, understand the tradeoffs in creating good software, and have a thirst for knowledge and continuous learning.

Supply & Demand Planning/ Marketplace Manager

Company: HopSkipDrive

Location: Remote

Posted Mar 09, 2023

HopSkipDrive is a company that provides safe and innovative youth transportation solutions. They aim to create opportunity for all through mobility, with a focus on equitable educational access for vulnerable populations. The company is growing rapidly and is looking for a Marketplace Manager to own a subset of their markets, making fast-paced analytical decisions to allocate resources and keep the marketplace balanced.

Frequently Asked Questions

What it's like to work at HopSkipDrive?
Working at <strong>HopSkipDrive</strong> offers a mission‑driven environment where every line of code or operational change directly impacts child safety. Teams meet weekly to review safety dashboards, and developers are encouraged to propose new features that reduce ride‑time errors. The company supports flexible schedules, with many roles available fully remote or hybrid. Benefits include full‑stack health coverage, a wellness stipend, and a generous paid‑time‑off policy. Employees also receive a quarterly safety training module and access to a mentorship program focused on career growth in safety‑centric tech.
Types of positions available?
<strong>HopSkipDrive</strong> hires across several disciplines: <em>Software Engineering</em> (React, Node.js, Go, Python), <em>Data Science</em> (SQL, Python, ML), <em>Product Management</em>, <em>DevOps</em> (AWS, Docker, CI/CD), <em>Quality Assurance</em>, <em>Operations</em> (driver onboarding, compliance), <em>Customer Success</em>, <em>Sales</em>, <em>Finance</em>, and <em>Human Resources</em>. Most tech roles are remote, while operations and customer success positions are often based in major U.S. markets. Candidates can expect detailed job descriptions that list required technical stacks and safety‑specific responsibilities.
How to stand out as an applicant?
To stand out at <strong>HopSkipDrive</strong>, focus on safety and data. Include a portfolio or case study that demonstrates how you used GPS or real‑time data to improve a transportation or logistics system. Highlight any experience with child‑enduring technologies, such as COPPA compliance, or with building secure authentication flows. During interviews, ask about the company's safety metrics—average ride completion time, incident rate—and explain how you would use those metrics to drive product decisions. Show enthusiasm for the mission by mentioning any volunteer work with youth transportation or safety advocacy.

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