Freelance Python Automation Engineer Jobs in Oak Brook, IL

Halo Investing is looking for a skilled QA Automation Engineer (Playwright) with 3 to 5 years of experience to join our engineering team in downtown Chicago (hybrid). In this role, you will play a critical part in designing, building, and maintaining robust end-to-end automation test suites. Your primary focus will be leveraging Microsoft Playwright to ensure the stability, performance, and high quality of our modern web applications.

The ideal candidate bridges the gap between development and quality assurance, bringing strong programming fundamentals, an eye for edge cases, and a passion for optimizing continuous integration (CI) workflows.

• Framework Development: Design, scale, and maintain stable end-to-end (E2E) and integration testing frameworks using Playwright.
• Test Scripting: Write clean, modular, and maintainable automated test scripts primarily utilizing Python.
• CI/CD Integration: Integrate automated test suites into DevOps pipelines.
• Test Optimization: Actively debug flaky tests, optimize execution speed, and implement stable locator strategies (such as accessibility roles and test IDs).
• Collaboration: Partner closely with developers, product managers, and manual QA peers in an Agile/Scrum environment to review requirements and define comprehensive test strategies.

• Experience & Education: Bachelor’s Degree in Computer Science, Engineering or related field, with 3–5 years of professional experience in Software Test Automation / Quality Engineering.
• Playwright Expertise: Minimum 2 years of hands‑on experience building test suites with Playwright.
• Programming: Strong proficiency in Python.
• CI/CD Platforms: Proven experience configuring test execution inside CI tools (e.g., managing pipeline triggers, matrices, and test artifacts/traces).
• Testing Best Practices: Expert knowledge of the Page Object Model (POM), data‑driven testing, test isolation, and API testing.
• Exposure to cloud infrastructure (AWS, Azure) and containerization tools like Docker strongly preferred, as well as prior experience in database querying (SQL/NoSQL) to handle automated test data setup and teardown.
• Ideal candidate will provide examples of debugging and root‑cause analysis skills to pinpoint failures quickly using Playwright Traces and Inspectors.
• Teamwork and excellent communication skills required, in order to report bugs articulately and collaborate across technical teams to assist in resolution.
• Ownership: A proactive attitude with a commitment to continuous delivery and driving a culture of software excellence.

This is a great opportunity with a company that values and rewards its employees. Halo offers a competitive package of benefits and compensation that will make your work life both fulfilling and enjoyable.

• This is a Chicago‑based hybrid role, working 3 days/week in Halo’s downtown Chicago office.
• Work with a great team in an exciting work environment.
• Competitive compensation package: base salary of $85,000‑110,000 plus eligibility for annual bonus based on personal and business objectives. (Please note: Salary data is a general guideline. Halo’s salaries are based on candidate skills and experience.)
• Multiple voluntary benefits: identity protection, pet insurance, accident insurance and more.
• Flexible PTO policy.
• 401(k) program.
• Paid parental leave.
• Chicago‑based employees have access to a company‑paid, on‑site gym, happy hours, and ad‑hoc outings and activities like sports teams, volunteer events and more.

Halo values diversity and inclusion, and we are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, sex, sexual orientation, national origin, disability status, protected veteran status, or any other characteristics protected by federal, state, or local laws, regulations, or ordinances. If you need assistance or accommodation due to a disability or special need when applying for a role or during our recruitment process, please speak with our recruiter or contact us at hr@haloinvesting.com.