Sr Software Development Engineer in Test

| Chicago, IL, USA | Hybrid
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You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.
CNA seeks to offer a comprehensive and competitive benefits package to our employees that helps them - and their family members - achieve their physical, financial, emotional and social wellbeing goals.
For a detailed look at CNA's benefits, check out our Candidate Guide .
As a Senor Software Development Engineer of Test (Sr. SDET) at CNA, you are accountable for designing, developing, and executing comprehensive and complex test plans ensuring our software applications are efficiently tested and delivered with the highest quality standards. In this hands-on role, you will champion automated testing and delivery practices across multiple global teams or tracks tackling and solving complex testing challenges efficiently and proactively. Leads and mentors SDET's and partners and collaborates closely with developers, other testers, Release Train Engineers, Architects, and Product Owners across multiple teams to ensure delivery of robust, dependable software.
This hybrid role is located in Chicago, IL with the expectation that the team spends at least one day per week in the office. The ideal candidate will have commercial insurance experience as well as be proficient with Guidewire products, preferably Policy Center.
Essential Duties & Responsibilities

  • Collaborate with developers and product teams to understand requirements and translate them into effective test plans.
  • Design and implement automated test scripts using industry-standard tools and frameworks.
  • Efficiently execute automated and manual testing across multiple platforms.
  • Ensure CNA testing and quality standards are consistently followed and supported automation suites are properly maintained, optimized and effective.
  • Engage closely with developers to derive needed understanding of code under development
  • Analyze test results,identify defects,and report them through effective bug tracking systems.
  • Develop and present testing strategies in collaboration with IT SME and Business SME
  • Collate testing metrics needed by leadership to support Go/No Go decisions
  • Champion automated testing and continuous integration/continuous delivery (CI/CD) practices across multiple tracks.
  • Develop and contribute to automated testing frameworks and tools
  • Stay up to date on the latest testing methodologies and technologies and proactively drive innovation within your area.
  • Contribute to the continuous improvement of the testing process and infrastructure.
  • Leverage all available tooling inclusive of Generative AI capabilities, Test Data Management, Test Data Fabrication capabilities to maximize testing efficiency.
  • Actively engage, partner and collaborate with others across the Testing Community of Practice

Reporting Relationship
Typically, Manager or above
Skills, Knowledge, and Abilities

  • Solid experience and expertise leveraging automated testing across frontend, API or data to drive high quality delivery at speed.
  • Expertise championing scripted test automation for frontend, API or data.
  • Expertise with Test Automation tools and frameworks like Selenium WebDriver (w/Java),WebdriverIO,, PlayWright etc.
  • Expertise with multiple scripting languages like Python, Node JS, JavaScript or development platforms like Java
  • Expertise with multiple relational databases like Oracle, Postgres or non-RDBMS like Mongo DB.
  • Experience working in Scaled Agile Framework environment (SAFe) supporting product-based software delivery is highly desired.
  • Solid experience working with cloud capability providers like AWS, GCP etc. (GCP desirable).
  • Experience working with DevOps platforms like GitHub, Gitlab etc. supporting CI/CD Pipelines with integrated test automation.
  • Hands-on expertise with Guidewire PolicyCenter and associated testing patterns and strategies is preferred
  • Previous experience building and leveraging automated testing supporting Guidewire is preferred and experience on Guidewire's GT Framework is a plus.
  • Experience mentoring and guiding other SDET's
  • Experience working with Agile tools like JIRA or Rally
  • Excellent communication,collaboration,and problem-solving skills.
  • Ability to work independently and as part of a team.
  • Analytical mindset with a strong attention to detail.

Education and Experience

  • Bachelor's degree in Computer Science, related discipline, or equivalent work experience.
  • Typically, 5+ years of application delivery experience inclusive of testing and development.
  • Typically, 3+ years of SDET or equivalent experience championing scripted test automation for frontend, API or data.
  • Commercial insurance domain experience is preferred.

CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact [email protected] .

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Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • JavaLanguages
    • JavascriptLanguages
    • KotlinLanguages
    • PerlLanguages
    • PythonLanguages
    • RLanguages
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    • jQueryLibraries
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    • AccessDatabases
    • DB2Databases
    • Microsoft SQL ServerDatabases
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    • Google AnalyticsAnalytics
    • ConfluenceManagement
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    • Microsoft ProjectManagement
    • SalesforceCRM
    • SendGridEmail
    • MarketoLead Gen


Located in the heart of the loop, CNA’s headquarters are at 151 N Franklin. With close proximity to both L and Metra stations.

An Insider's view of CNA

How would you describe the company’s work-life balance?

Work-life balance has always been a priority for me. It always will be. CNA’s hybrid working model allows me to not only maximize collaboration with my peers but also take advantage of increased flexibility by combining remote and in-office work. I’m empowered to take control of my schedule based on what works best for me and my team.

Alison Massey

Agile Scrum Master Consultant

How does the company support your career growth?

Throughout my five-year career, I’ve seen CNA value creating thinking and continuous learning. My managers actively encourage me to pursue rewarding professional development opportunities. Those opportunities have had a direct impact on my career growth. At CNA, the opportunities are endless and your career aspirations matter.

Alaina Cole

Underwritting Specialist

What unique initiatives do you have that encourage innovation?

We have an Innovation program and team that designs processes to encourage creative thinking and capture ideas across CNA. In addition to collaborating with and learning from world-class technology partners, we also host events such as our Innovation Summit and Hackathon, which bring winning competition ideas to life in real products and services.

Keith Zhang

Architecture Consulting Director

What's the biggest problem your team is solving?

A primary focus of my team is reducing the time-to-market associated with machine learning models. By leveraging cutting-edge cloud services and streamlining processes, we’re enhancing the model development lifecycle. That enhancement allows us to use efficient, effective predictive analytics when making business decisions.

Ryan Gulden

Senior AI/ML Engineer

What are CNA Perks + Benefits

CNA Benefits Overview

One of the many advantages of working at CNA is the benefits program we offer you and your eligible dependents,
beginning on the first day of your employment. The program features a variety of plans that provide health care
benefits, well-being, disability and survivor protection, and 401(k) savings, among others. Below are highlights
of the offerings.

Volunteer in local community
Partners with nonprofits
Open door policy
OKR operational model
Open office floor plan
Flexible work schedule
Remote work program
Dedicated diversity and inclusion staff
Diversity employee resource groups
Health Insurance + Wellness
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Wellness programs
Financial & Retirement
401(K) matching
Company equity
Employee stock purchase plan
Performance bonus
Charitable contribution matching
Child Care & Parental Leave
Generous parental leave
Family medical leave
Adoption Assistance
Vacation + Time Off
Generous PTO
Paid holidays
Paid sick days
Office Perks
Relocation assistance
Onsite gym
Professional Development
Job training & conferences
Tuition reimbursement
Lunch and learns
Online course subscriptions available

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