Demo

Software Engineer (Hybrid Work Model)

Sentry
Madison, WI Full Time
POSTED ON 9/24/2026
AVAILABLE BEFORE 10/23/2026
You’ll work closely with a team of engineers to develop, test, and maintain software applications, systems, or platforms.

At Sentry, we’re more than just insurance—and we can offer you more than just a job. We want you to enjoy a career with us, where you’re in the driver’s seat of your career path with access to resources to help you succeed personally and professionally.

This position can be filled as a Software Developer or a Software Engineer based on the qualifications and experience of the selected candidate.

What You’ll Do

You’ll be a valuable contributor to our team. As a Sentry associate, we believe in your skills and knowledge. Your input and participation matters. You’ll have the opportunity to:

  • Innovate: Through our agile development process, you’ll have the opportunity to apply your creativity and innovation to drive new solutions.
  • Learn: Sentry provides several resources to help you further your career and continue your personal development, including Sentry University, LinkedIn Learning, and peer-led educational sessions and communities.
  • Grow: Sentry provides many opportunities to grow in your career. Through meaningful, ongoing conversations around growth and development, we encourage all associates to take ownership in their career path.
  • Contribute: You’ll work in a full-stack, cloud-first, development environment where you'll have the chance to work in many industry-leading technologies. As a Software Developer, you will:
    • Complete assigned tasks on time while adhering to established software development practices.
    • Actively participate in team discussions and openly communicating status and effort.
    • Engage in the design, development, and implementation of new and existing programs or solutions.
    • Demonstrate ownership over the quality of assigned tasks, preparing test scripts and conducting tests on both new and existing solutions.
    • Actively engage in team delivery functions such as design reviews, code reviews, and scrum meetings.
    • Build an understanding of relevant business domains. Utilize growing understanding to enhance your work product.

  • What it Takes:
    • Associate Degree in Computer Science or related discipline; or equivalent related work experience. Bachelor Degree preferred.
    • Demonstrated aptitude in one or more programming languages and software development concepts. Proficiency in programming languages and tools relevant to the role preferred.
      • Experience in Vue.js or other JavaScript frameworks.
      • Experience with Spring and Java.
      • Experience with Android or iOS a plus.
    • Strong problem-solving skills and ability to optimize systems.
    • Demonstrated understanding of design principles and development best practices.
    • Ability to work independently and in a team environment.
    • Demonstrated written and verbal communication skills.
If you have experience in the skills listed above, please consider joining our Sentry team!

What You’ll Receive

You can enjoy a complete benefits package, including generous paid time off, 8% 401(k) match, matching charitable gift program, bonus plan based on company performance, meal stipends, associate discounts, volunteer time off and more!

You want a positive work/life balance. Our hybrid work model allows you to enjoy the benefits of working from home on Monday and Friday, but also provides the opportunity for team building and collaboration when working in the office on Tuesday, Wednesday, and Thursday. To help you work effectively and comfortably in both locations, we provide you with equipment to work at home and in the office.

About Sentry

Our Background: We’re part of one of the largest and most financially secure mutual insurance groups in the nation. We’ve earned an A rating from AM Best every year since 1992. Our associates bring together diverse backgrounds, experiences, and skillsets to make Sentry who we are. We’re honored to earn a spot on Forbes list of America's Best Midsize Employers, joining a select group of 400 companies. We’re in the business of helping others, and that includes the communities where we live and work. Our annual United Way campaign has raised more than $1 million for the past several years.

How You’ll Apply

We’d love for you to join us. Please complete your online application and upload your resume on our Careers site. If you have applied with us before, you only need to provide your email address and password. If this is your first time applying with Sentry, please create an account.

If you have specific questions regarding the position, application process, or are interested in learning more about Sentry, please reach out to Katelynne Rivera, Talent Acquisition Specialist Sr.

For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas.

Get ready to own your future at Sentry. Your opportunity awaits.

Talent Acquisition Specialist

Thank you for your interest in Sentry!

Katelynne Rivera

Katelynne.Rivera@Sentry.com

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

Salary.com Estimation for Software Engineer (Hybrid Work Model) in Madison, WI
$100,019 to $121,694
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