Senior Manager, DevOps

🕒 October 7

🌵 Arizona, California, +24 more states – Remote

🌵 Arizona – Remote 🏄 California – Remote ⛰️ Colorado – Remote 🏛️ District of Columbia – Remote 🐊 Florida – Remote 🌽 Illinois – Remote 🌪️ Kansas – Remote 🎰 Nevada – Remote 🏖️ New Jersey – Remote 🌶️ New Mexico – Remote 🗽 New York – Remote 🌲 North Carolina – Remote 🌪️ Oklahoma – Remote 🌲 Oregon – Remote 🦀 Maryland – Remote 🍂 Massachusetts – Remote 🚗 Michigan – Remote ❄️ Minnesota – Remote 🏰 Missouri – Remote 🌴 South Carolina – Remote 🎸 Tennessee – Remote 🤠 Texas – Remote ⛷️ Utah – Remote ⚔️ Virginia – Remote ☕ Washington – Remote 🧀 Wisconsin – Remote

💵 $180k - $205k / year

⏰ Full Time

🟠 Senior

⛑ DevOps & Site Reliability Engineer (SRE)

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HopSkipDrive

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2014

📦 Logistics

💼 Consulting

✈️ Travel

💰 $37M Series D on 2022-09

Logistics • Consulting • Travel

HopSkipDrive is a leading provider of innovative and scalable school transportation solutions, partnering with schools, districts, and counties to provide safe, reliable transportation for youth. They specialize in providing alternatives to traditional school bus routes, catering to students' non-routine needs, those in foster care, and students with special transportation requirements. HopSkipDrive also supports personalized and small group transportation solutions, and uses RouteWise AI technology for transportation optimization. Their service is known for being 40% more affordable than traditional underutilized bus routes. They also address challenges such as bus driver shortages and provide a flexible network of CareDrivers, ensuring safety and reliability.

📋 Description

• Lead and grow a team of Platform and DevOps engineers; set direction, coach, hire, and remain hands-on part of the week • Own the AWS platform end-to-end, including infrastructure as code, Kubernetes, CI/CD, environments, observability, incident response, and cloud cost • Lead the Agentic Software Development Lifecycle (ASDLC) practice to keep AI tools safe, aligned, and continuously improving • Enable automated verification with embedded tests across web and mobile releases • Deliver deployment environments and CI pipelines that keep pace with agent-generated change • Measure and improve delivery systems, including time in CI, code review, and QA • Build written alignment with product and engineering leaders on platform roadmap and investment trade-offs

🎯 Requirements

• Experience as a hands-on Platform or DevOps engineer who has stepped into leadership • Experience managing engineers while continuing to ship software • Experience leading teams through on-call, incident response, platform growth, and AI/agentic transformation • Deep knowledge of AWS, infrastructure as code (Terraform), Kubernetes, and Postgres • Production experience operating a large web and mobile application surface area • Experience applying coding agents and LLM tooling in a software lifecycle, including CI integration, evaluation, guardrails, and cost control • Experience improving organizational adoption of coding agents and LLM tooling • Strong understanding of CI/CD and regression suite platform coverage • Ability to transition engineering teams from manual to automated testing • Fluency in delivery and reliability metrics • Clear writing skills for proposals and decision records in a remote, asynchronous company • Track record of independently adopting generative AI to accelerate personal and team work • Direct, low-ego, customer-minded, and human-centric approach • Must reside in and perform work from Arizona, California, Colorado, District of Columbia, Florida, Georgia, Illinois, Indiana, Kansas, Massachusetts, Maryland, Michigan, Minnesota, Missouri, North Carolina, New Jersey, New Mexico, Nevada, New York, Oklahoma, Oregon, South Carolina, Tennessee, Texas, Utah, Virginia, Washington, or Wisconsin • Must be willing to work in a drug-free workplace

🏖️ Benefits

• Equity stock options for every full-time employee • Flexible vacation • Medical insurance • Dental insurance • Vision insurance • Life insurance • 401(k) • FSA • Opportunity to work for a uniquely positioned, VC-backed company with significant upside potential