Senior Software Engineer in Test

About Chowly Chowly is an all-in-one digital restaurant ordering platform that specializes in bringing enterprise-grade software to independent operators and emerging brands. Our mission is to simplify restaurant technology.Chowly has quickly amassed over 17,000 restaurants on its platform, all with deeply integrated software embedded in the restaurants' technology stacks. These include some of the fastest-growing brands in the country, like Mod Pizza and many others. Chowly's best-in-class partnership ecosystem (including DoorDash, Toast, Uber Eats, Square, and others) has created an exciting opportunity to accelerate our growth further.We seek a highly skilled and motivated Senior Software Engineer in Test to collaborate with our close-knit and agile Engineering Team. This individual will work with other engineers, product managers, and stakeholders to build and own the automated testing and quality infrastructure that protects Chowly's platform and its partner integrations.YOU ARECollaborative and have experience working with cross-functional teams to gather and refine requirements, ensuring alignment with overall business goals and customer needsAn engineer first, you write production-quality test code, not just test casesDetail-oriented and write clean, maintainable, and well-structured code, adhering to best practices and industry standardsSkeptical by instinct, you look for the edge case, the race condition, and the partner API that returns something undocumentedAble to reason about risk and prioritize what matters most when full coverage isn't possibleIndependent and work well under occasional pressure in a fast-paced environmentYOU WILLDesign, build, and own Chowly's automated test suites across the unit, API, service, and end-to-end layersBuild and maintain integration test coverage for our partner ecosystem (DoorDash, Toast, Uber Eats, Square), including mocks, sandboxes, and contract tests that catch breaking partner changes before our customers doEstablish and enforce quality gates in CI so regressions are caught on the pull request, not in productionBuild reliable test data and test environment tooling, so suites are repeatable rather than flakyInvestigate, triage, and root-cause failures, and drive them to resolution with the owning engineerDevelop and maintain technical documentation covering test strategy, coverage, and how to run and extend the suitesReview fellow team members' work through code reviews, with a focus on testability and coverageReport on quality signals - coverage, flake rate, escaped defects, so the team can act on themREQUIREMENTS 4+ years of professional software development experience, with a substantial portion focused on test automationProven ability to write and maintain automated tests in a production codebase, including:Ruby and RSpec (Chowly's backend is Ruby on Rails with Sidekiq)An end-to-end browser framework such as Playwright or CypressREST API and integration testing, including mocking and stubbing third-party servicesExperience working with relational databases such as MySQL, MSSQL, or PostgreSQL, and writing SQL to validate dataExperience building and maintaining CI pipelines - GIT, GitHub Actions, DevOps, CICDComfortable using AI coding assistants to accelerate test authoring and failure triage, while applying your own judgment to test strategy, risk analysis, and architectureExceptional problem-solving skills with the ability to think critically and creatively to develop innovative solutionsEVEN BETTER IF YOU Have tested high-volume third-party API integrations, or a partner or marketplace platformHave built AI-assisted quality tooling - automated test generation, self-healing selectors, or LLM-based validation of outputs that don't have a single correct answerHave experience testing asynchronous, queue-based systems such as SidekiqHave exposure to Cloud development methodologies and their associated environments, such as Azure and AWSHave a conceptual understanding of front-end technology to include React, HTML5/CSS, etc.Have experience with performance or load testingHave worked in restaurant technology, payments, or POS integrationsPerks and BenefitsWe offer a competitive salary as well as:Remote first team (Chicago office space is available, but the team is entirely remote.)Unlimited Paid Time OffParental & Holiday Leave401(k) PlanHealth & Wellness StipendRobust Medical, Dental, & Vision Insurance (100% employer-paid employee medical insurance & 50% employer-paid dependents)Employer-Sponsored Basic Life, Short-Term, & Long-Term Disability InsuranceWere an equal opportunity employer and comply with all applicable federal, state, and local fair employment practices laws. We strictly prohibit and do not tolerate discrimination against employees, applicants, or any other covered persons because of race, color, religion, creed, national origin or ancestry, ethnicity, sex, gender (including gender nonconformity and status as a transgender individual), sexual orientation, marital status, age, physical or mental disability, citizenship, past, current or prospective service in the uniformed services, predisposing genetic characteristic, domestic violence victim status, arrest records, or any other characteristic protected under applicable federal, state or local law.
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