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.

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 use of emerging technologies, tools, and vendors you’ll have the ability to identify opportunities for innovation and improvement within the workplace technology environment.

• 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 fast-paced, solutions engineering and support environment where you'll have the chance to work in industry-leading technologies delivering the following outcomes for our Workplace technologies, including:

  • Troubleshooting complex and cross-domain end-point environment problems.

  • Improve process efficiencies and outcomes within workplace technology and across organization.

  • Identify and deliver improved client experience using approaches such as scripting and automation.

  • Excellent communications skills, including ability to distill complicated instructions into audience-appropriate actionable steps and explain and present advanced and complicated technical topics to peers and technical management, at the appropriate level of detail.

  • Develop necessary relationships with lead engineers and technical leadership across desktop hardware and software support areas to provide proactive feedback and improve outcomes.

• What it Takes:

  • Bachelors Degree in Information Technology or equivalent related work experience.

  • Minimum of 2 years related work experience.

  • Experience with operating systems and Microsoft 365 ecosystems including their role in an enterprise office setting.

  • Proficient with scripted automation in a relevant scripting language.

  • Strong knowledge of infrastructure technology (server, network, storage, security).

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

[email protected]

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.