At a glance
- Workplace
- Remote
- Location
- Remote
About HopSkipDrive
- At HopSkipDrive, our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation. Through our marketplace, we connect kids to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts across 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 over 20states. We continue to grow rapidly — earning a spot on the Inc. 5000 list numerous times and the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M to date.
About the role
- HopSkipDrive is seeking a hands-on Engineering Manager, Platform & DevOps to lead and grow a team of Platform and DevOps engineers.
- This role owns the AWS platform end-to-end, guides the Agentic Software Development Lifecycle (ASDLC), and ensures efficient deployment environments and CI pipelines.
Responsibilities
- Lead and grow a team of Platform and DevOps engineers by setting direction, coaching, hiring, and staying hands-on for part of the week.
- Own the AWS platform end-to-end, covering infrastructure as code, Kubernetes, CI/CD, environments, observability, incident response, and cloud cost.
- Lead the practice of Agentic Software Development Lifecycle (ASDLC) to ensure AI tools remain safe, aligned, and continuously improving.
- Make automated verification standard by enabling product teams to release with embedded tests across web and mobile.
- Deliver deployment environments and CI pipelines that keep pace with agent-generated change.
- Measure and improve system delivery, including baseline time in CI, code review, and QA.
- Build alignment in writing with product and engineering leaders on platform roadmap and investment trade-offs.
Requirements
- You are a hands-on Platform or DevOps engineer who has stepped into leadership, managed engineers, and still finds time to ship.
- You have run a team through real on-call and incident response, platform growth, and AI/agentic transformation.
- You have deep knowledge in AWS, infrastructure as code (Terraform), Kubernetes, and Postgres, with production experience operating a large web and mobile application surface area.
- You have experience putting coding agents and LLM tooling to work in a real software lifecycle including CI integration, evaluation, guardrails, and cost control.
- You have a grounded view on CI/CD, regression suite platforms, and helping engineers move from manual to automated testing.
- You are fluent in delivery and reliability metrics and able to use them to coach a team.
- You are a clear writer who builds alignment through proposals and decision records in a remote and asynchronous company.
- You are curious and experimental with new tools, with a track record of independently adopting generative AI.
- Candidates must reside in and perform work from 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, or WI.
Benefits
- Equity
- Flexible vacation
- Medical insurance
- Dental insurance
- Vision insurance
- Life insurance
- 401(k)
- FSA
Workplace
- Remote-first work environment
Skills
- AWS
- Terraform
- Kubernetes
- Postgres
- CI/CD
- LLM Tooling
- Infrastructure As Code
- Generative AI
