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Top Skills:
ArgocdKubernetesPostgresRuby on RailsTerraform
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Cloud • Insurance • Payments • Software • Business Intelligence • App development • Big Data Analytics
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About Filevine & Outlaw
In April 2021, we acquired Outlaw, an end-to-end, modern contract management solution that streamlines the contract lifecycle for organizations—from templated document generation to cloud-based redlining to real-time negotiation and eSigning. Unlike other contract tools, Outlaw includes an advanced proprietary word processor that enables organizations to transform existing contracts into reusable templates that are error-free and seamlessly editable with dynamic legal logic built-in.
About The Team
Our team embodies a startup vibe with high levels of energy, collaboration, and innovation. We value open communication and the free exchange of ideas, fostering an environment where everyone feels heard and included. We also place great emphasis on doing things the 'right way,' which to us means upholding our high standards for quality, adhering to best practices, and continually seeking to improve. Each team member is committed to the success of our projects and the satisfaction of our users, and we work together to achieve these goals.
Job Summary
We are seeking a talented and experienced Software Development Engineer in Test (SDET) to join our dynamic team. The ideal candidate will have a passion for ensuring the quality of high-performance, user-friendly web applications, and a deep understanding of test automation frameworks and strategies.
Duties and Responsibilities
- Design, develop, and maintain automated test scripts using JavaScript, Cypress, or Playwright.
- Collaborate with cross-functional teams to define test strategies and ensure comprehensive test coverage.
- Develop and execute test plans, scenarios, scripts, and procedures.
- Analyze and resolve technical and application testing issues.
- Adhere to high-quality testing principles while delivering solutions on-time and on-budget.
- Debug and report issues across services and multiple levels of the stack with an eye toward improving maintainability and reliability over the long term.
- Improve testing standards, tooling, and processes.
- Participate in code reviews and provide feedback on testability and quality.
- Required Skills
- 5+ years experience with Cypress E2E testing
- Strong JavaScript/TypeScript skills
- Jest unit testing experience
- Test coverage tools (NYC/Istanbul)
- API testing experience
- Test automation best practices
- CI/CD integration experience
- PDF/document testing experience
- Test data management
- Parallel test execution
- Test reporting tools (Mochawesome)
- Custom test utilities development
- Firebase testing experience
- Visual regression testing
- Performance testing
- Security testing
- Legal tech domain experience
- Rich text editor testing experience
Strongly Preferred:
Nice to Have:
Cool Company Benefits:
- A dynamic, rapidly growing company, focused on helping organizations thrive
- Medical, Dental, & Vision Insurance (for full-time employees)
- Competitive & Fair Pay
- Maternity & paternity leave (for full-time employees)
- Short & long-term disability
- Opportunity to learn from a dedicated leadership team
- Centrally located open office building in Sugar House (onsite employees)
- Top-of-the-line company swag
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What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
