[Hiring] Staff Software Engineer @HopSkipDrive

Role Description

This role will:

• Lead the development of infrastructure to help HopSkipDrive engineers test and ship safely through CI/CD, ephemeral environments, and AI-assisted testing and verification.
• Develop workflows where AI safely drafts test suites, scenarios, and verification artifacts while allowing engineers to oversee quality, evals, and safeguards.
• Establish cross-functional benchmarks for defining feature-complete test coverage to evaluate testing practices alongside product teams.
• Instrument time in CI, flake rate, and coverage of critical journeys; report on them and remove the biggest bottlenecks first.
• Provide technical leadership across the platform team and the four product teams, influencing how engineers test and ship without formal authority over them.
• Take part in on-call and incident response for the pipeline and test infrastructure, act as the escalation point when CI or environments fail, and turn incidents into lasting fixes.
• Build alignment in writing with product and engineering through proposals and decision records.

Qualifications

• You are an experienced engineer in developer infrastructure, test automation, or platform engineering, with a record of leading technical work across more than one team and shaping engineering standards through code review and documentation.
• You have strong knowledge of AWS, infrastructure as code (Terraform), containers (Docker or Kubernetes), and Postgres, and are comfortable inside a large Rails application with React and mobile clients.
• You have built and owned a CI/CD pipeline and automated (unit and end-to-end) test coverage that an entire engineering organization depended on.
• You have deep experience with Playwright (or an equivalent), including production experience building systems to run automated tests and CI for web, iOS, and Android.
• You have production experience with coding agents and LLM tooling for test generation or verification, including improving how a team adopts them, and clear views on where they fail.
• You make and explain trade-offs among customer outcomes, delivery speed, technical health, and reliability, in writing, in a remote and asynchronous company.
• You mentor senior and intermediate engineers and raise the bar through others.
• You are direct, low-ego, customer-minded, and human-centric.

Requirements

• This is a fully remote role. 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.
• We are not currently considering candidates who will perform work from any other state.

Benefits

• Every full-time employee has equity.
• Flexible vacation.
• Medical, dental, vision, and life insurance.
• 401(k) and FSA.
• Opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential.
• Salary range for this role is $195,000.00 - $210,000.00.
• Total compensation package includes equity stock options.