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 ARE

Collaborative and have experience working with cross-functional teams to gather and refine requirements, ensuring alignment with overall business goals and customer needs
An engineer first, you write production-quality test code, not just test cases
Detail-oriented and write clean, maintainable, and well-structured code, adhering to best practices and industry standards
Skeptical by instinct, you look for the edge case, the race condition, and the partner API that returns something undocumented
Able to reason about risk and prioritize what matters most when full coverage isn't possible
Independent and work well under occasional pressure in a fast-paced environment

YOU WILL

Design, build, and own Chowly's automated test suites across the unit, API, service, and end-to-end layers
Build 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 do
Establish and enforce quality gates in CI so regressions are caught on the pull request, not in production
Build reliable test data and test environment tooling, so suites are repeatable rather than flaky
Investigate, triage, and root-cause failures, and drive them to resolution with the owning engineer
Develop and maintain technical documentation covering test strategy, coverage, and how to run and extend the suites
Review fellow team members' work through code reviews, with a focus on testability and coverage
Report on quality signals - coverage, flake rate, escaped defects, so the team can act on them

REQUIREMENTS

4+ years of professional software development experience, with a substantial portion focused on test automation
Proven 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 Cypress
REST API and integration testing, including mocking and stubbing third-party services
Experience working with relational databases such as MySQL, MSSQL, or PostgreSQL, and writing SQL to validate data
Experience building and maintaining CI pipelines - GIT, GitHub Actions, DevOps, CICD
Comfortable using AI coding assistants to accelerate test authoring and failure triage, while applying your own judgment to test strategy, risk analysis, and architecture
Exceptional problem-solving skills with the ability to think critically and creatively to develop innovative solutions

EVEN BETTER IF YOU

Have tested high-volume third-party API integrations, or a partner or marketplace platform
Have built AI-assisted quality tooling - automated test generation, self-healing selectors, or LLM-based validation of outputs that don't have a single correct answer
Have experience testing asynchronous, queue-based systems such as Sidekiq
Have exposure to Cloud development methodologies and their associated environments, such as Azure and AWS
Have a conceptual understanding of front-end technology to include React, HTML5/CSS, etc.
Have experience with performance or load testing
Have worked in restaurant technology, payments, or POS integrations

Perks and Benefits

We offer a competitive salary as well as:

Remote first team (Chicago office space is available, but the team is entirely remote.)
Unlimited Paid Time Off
Parental & Holiday Leave
401(k) Plan
Health & Wellness Stipend
Robust Medical, Dental, & Vision Insurance (100% employer-paid employee medical insurance & 50% employer-paid dependents)
Employer-Sponsored Basic Life, Short-Term, & Long-Term Disability Insurance

We’re 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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Chowly Inc.