Ranked 13th among Wisconsin’s largest private companies by revenue and impact by Deloitte.
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.
Join our Cloud & Platform Engineering team, where you’ll be highly valued, growth is encouraged, and you’ll work across diverse technologies—fostering the innovation and creativity that drives leading business solutions for our application development teams.
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 won’t just write code—you’ll build the platforms that other engineers depend on every day. As part of our Cloud & Platform Engineering team, you’ll develop applications and tooling that power our application, data, and infrastructure platforms—keeping systems running, teams productive, and technology moving forward. You’ll work in a full-stack, cloud-first environment with a modern, diverse tech stack that includes CI/CD tooling (Bitbucket, Jenkins, Artifactory, SonarQube, Chef), Amazon Web Services (AWS), Terraform, Docker, load balancing and certificate management, scripting languages (PowerShell, Python, Bash), programming languages (Java, C#, .NET), and front-end technologies (Vue.js, JavaScript, HTML/CSS). As a Software Engineer, you will:
Design and build internal applications and platform tooling that directly support engineering teams across the organization.
Develop and maintain front-end interfaces using Vue.js and modern web technologies to make complex platform data accessible and actionable.
Shape platform architecture including deployment pipelines, storage and server virtualization, search/analytics solutions, and observability practices.
Drive platform reliability by planning and executing maintenance activities that keep capabilities current and resilient.
Champion security best practices and actively contribute to vulnerability assessments and remediation efforts.
Engage fully in agile delivery—stand-ups, planning, retrospectives, code reviews, and technical demonstrations are all part of how this team works.
Partner with senior engineers and cross-functional teams to align platform configurations with evolving system requirements.
Tackle medium-complexity requests, incidents, and inquiries across the platform portfolio, growing your expertise with each one.
What it Takes:
Associate Degree in Computer Science or related discipline; or equivalent related work experience. Bachelor Degree preferred.
Minimum of 2 years related work experience.
Proficiency in programming languages and tools relevant to the role.
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.
Possess an understanding of relevant business domains.
If you have experience in the skills listed above, please consider joining our Sentry team!
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.
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.
Our Stevens Point campus offers a full-service fitness center, swimming pool, basketball and racquetball courts, auto center, credit union, on-site Aspirus clinic, restaurants, boutique hotel, and the award-winning SentryWorld golf course.
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
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.
Our commitment to creating a positive, people-first culture hasn’t gone unnoticed. We’re proud to be recognized for our outstanding workplace culture.

Ranked 13th among Wisconsin’s largest private companies by revenue and impact by Deloitte.
Sentry is one of America’s Best Midsize Employers, according to Forbes.