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.
Embrace the opportunity to lead a continuously evolving platform engineering team, where your influence shapes the tools, processes, and standards that power Sentry’s enterprise IT operations. You’ll oversee critical platforms—spanning messaging, observability, workload automation, and secure data exchange—while working across technologies like RabbitMQ, Elasticsearch, Dynatrace, Control-M, and Valkey. If you thrive in a highly dynamic environment, love being challenged, and want to drive innovation that makes a real impact, this is the team for you.
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: As an Infrastructure & Platform Engineering Manager, you will:
Work closely with cross-functional teams to automate and improve infrastructure and platform provisioning, configuration management, monitoring, and incident response processes.
Identify opportunities for automation and self-service within IT operations, including repetitive tasks, manual processes, and workflow optimizations.
Oversee the planning, execution, and delivery of infrastructure technology projects, ensuring they are completed within scope, budget, and timeline constraints and are aligned with strategic plans and direction.
Design, implement, and execute practices and standards to maintain operational availability, performance, security, and cost effectiveness.
Actively manage 3rd party relationships from a procurement, vendor performance, and value realization perspective.
Maintain a broad conceptual understanding of the latest technology trends of multiple disciplines and industries, continuously evaluate these trends for applicability to the business and operational environment.
What it Takes:
Bachelors Degree or equivalent work experience.
Minimum of 5 years related work experience.
Experience building and operating large-scale solutions that support core technology pillars within the Technology & Infrastructure Services group (e.g. Compute/Network/Storage/Data Platforms/Cloud/Observability/Software Delivery).
Awareness of general capabilities of multiple public cloud (and data center) providers, understanding of self-service concepts, automation frameworks, and DevOps principles.
Strong leadership and problem-solving skills.
Successful track record of solution delivery and experience with project management practices.
Ability to communicate, both written and presentation, to appropriate audiences.
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.
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.
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
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.