HopSkipDrive

HopSkipDrive is a vehicle for hire company focused on shuttling kids to school.

101-250 employees
Founded 2014
$37M series d
Ride Sharing
Private Company

Remote-First Company

This company operates with a remote-first culture, allowing team members to work from anywhere.

Open Positions8

Remote USA; This role will be fully remote in one of the following states AZCACO+25 more locationsFull-TimeTransportation TechnologyPosted
  • Lead and scale a high-performing engineering organization by building trust and establishing career growth paths.
  • Engage in system design and architecture discussions across Ruby on Rails, React, iOS/Android, and modern infrastructure.
  • Pioneer the integration of AI and agentic capabilities into the software development lifecycle.
  • Own engineering department delivery, operational excellence, reliability, and technical health.
  • Partner with CPTO and product leadership to align vision with technical strategy.
  • Manage engineering department budgets including headcount, contractors, software, and infrastructure.
AWSAndroidGCP+3 more
Showing 1 of 8 positions

About HopSkipDrive

HopSkipDrive is pioneering safe, dependable transportation solutions for schools and families, creating opportunity through mobility. We connect students, including those with special needs or in foster care, to highly-vetted CareDrivers. Our platform supplements traditional transportation, partnering with over 400 school districts and 16,000 schools across 21 markets in 12 states. We have facilitated over 5 million rides, driving more than 95 million miles to ensure safe passage for every child.

How We Work

You will join a remote-first, mission-driven team dedicated to making a difference. We embrace an AI-forward approach, integrating AI tools into our daily workflows for drafting, analyzing, and building. Training, shared best practices, and thoughtful AI governance ensure you can use these powerful tools effectively. We foster connection through bi-weekly Town Halls, a hub program for local meetups, and virtual events. You will work with colleagues who value high standards and meaningful impact.

Engineering at HopSkipDrive

We craft robust, scalable solutions to complex transportation challenges. Our technology underpins a dynamic marketplace, processing millions of requests and optimizing routes for efficiency and safety. We leverage a modern data stack including SQL, dbt, and Snowflake for accurate data modeling and analysis. You will work with Salesforce CRM data models and integrate advanced AI capabilities to enhance operations and drive intelligent automation. We build tools that make a real difference in people's lives.

Why Join Us

  • Make a tangible social impact by solving critical transportation challenges for children.
  • Work in an AI-forward environment, with training and support to integrate cutting-edge tools into your daily work.
  • Contribute to a rapidly growing Series D company that has facilitated over 5 million safe rides.
  • Collaborate with a remote-first team that values high standards, operational rigor, and cross-functional partnership.
  • Own significant projects with autonomy, influencing outcomes with data and innovative solutions.

Benefits & Perks

  • Company equity for all full-time employees
  • Flexible vacation and time off policy
  • Medical, dental, vision, and life insurance
  • 401(k) plan and Flexible Spending Account (FSA)
  • Mental health support and Employee Assistance Program (EAP)
  • 11 paid holidays and a week-long company closure at year-end
  • Provided work-from-home office equipment and internet reimbursement
  • Professional development and learning stipends
  • Paid parental leave

Tech Stack

mappingwidgets

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