Senior QA Engineer

About Dili

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.

About the role

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.

What you'll own

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

What we're trying to build

We want our test infrastructure to become an executable specification of the Dili compliance engine.

For each scenario, we should be able to define:

the applicable regulation or program requirement, with citation
the relevant project, payroll, worker, wage, and apprenticeship inputs
the expected compliance determination
the expected calculations, issues, remediation, and reporting behavior

These scenarios should be understandable by Compliance, version-controlled, automatically executable, and tied directly to release readiness.

Your first 90 days

First 30 days

Learn the architecture of the compliance engine and how our engineering and Compliance teams currently validate changes
Map at least one major compliance framework into a structured set of scenarios
Identify the highest-risk gaps in our existing automated coverage

By 60 days

Build the initial version of the compliance scenario registry
Automate a meaningful set of high-priority scenarios, including regulatory citations and expected outcomes
Establish a repeatable process for turning production defects into regression tests

By 90 days

Have critical compliance scenarios running automatically in CI
Give Engineering and Compliance clear visibility into coverage, failures, and known gaps
Establish release-readiness criteria that provide concrete evidence that changes to the compliance engine are safe to ship

Must have

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 have

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

What success looks like

Dili has a structured inventory of the compliance scenarios we support
Critical scenarios are automatically tested and tied to authoritative regulatory sources
Compliance can review and contribute to expected behavior
Production defects become permanent regression tests
Changes to regulations or interpretations can be traced to affected scenarios
Releases provide clear evidence of what was tested and whether the compliance engine is ready to ship

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