Senior QA Engineer

Dili•New York City, NY

About The Position

Dili builds software that helps construction and clean-energy companies manage complex prevailing wage, apprenticeship, and labor compliance requirements. We started Dili because labor compliance is still handled through a mix of spreadsheets, PDFs, manual review, and institutional knowledge, despite determining whether some of the largest construction projects in the country are compliant. Today, we’re a team of roughly 30, including a small engineering team working closely with our in-house Compliance team. We’re building the infrastructure to turn complex regulatory requirements into software that can be evaluated consistently, explained clearly, and audited. Our compliance engine evaluates payroll, timekeeping, worker classifications, prevailing wage rates, apprenticeship requirements, and documentation across frameworks including federal Davis-Bacon, IRA requirements, state prevailing wage laws, and programs such as NYSERDA and Illinois Shines. We’re looking for a Senior QA Engineer to own automated product quality, with a particular focus on formally validating our compliance engine and preventing regressions. This is not primarily a manual QA role. You’ll build the systems that let us enumerate the compliance scenarios we support, tie them to the underlying regulations, automate their validation, and confidently determine whether a release is correct. You’ll work directly with engineers and our Compliance team to turn regulations and interpretations into deterministic, executable tests.

Requirements

Strong experience in software QA, quality engineering, or test automation
Strong Python skills
Experience building automated integration and end-to-end test suites
Experience integrating testing into CI/CD and release processes
Ability to test a Python/React application in an AWS environment
Ability to systematically reason about complex combinations of rules, inputs, and expected outcomes
Ability to turn written requirements into precise, deterministic test cases
Strong attention to traceability: not just “did this test pass?” , but “why is this the expected behavior, and what requirement supports it?”
Ability to work closely with engineers and domain experts to resolve ambiguity

Nice To Haves

Recent hands-on experience with Playwright
Experience with QA Wolf or similar modern QA tools
Experience with parameterized, property-based, combinatorial, or model-based testing
Experience testing payroll, tax, financial, legal, healthcare, insurance, or other rules-heavy software
Experience with requirements traceability, release certification, or audit evidence

Responsibilities

Build and maintain a registry of compliance scenarios across supported frameworks
Translate regulations, agency guidance, and internal compliance interpretations into structured, testable cases
Include citations to the authoritative regulatory or program sources behind expected behavior
Develop automated tests that formally verify our compliance engine
Test interactions between overlapping federal, state, and program-specific requirements
Cover edge cases, exceptions, remediation flows, and previously identified production issues
Make scenarios easy for our Compliance team to review, update, and extend
Expand automated coverage across high-risk product workflows
Build and improve integration, API, end-to-end, and regression test suites
Establish automated quality gates and release-readiness criteria
Improve visibility into scenario coverage, failures, and known gaps