Senior Workplace Technology Engineer (Hybrid Work Model)

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.

Our Workplace Technology Engineers are responsible for leading the design, implementation, and maintenance of innovative technology solutions within our organization. This position can be filled as a Workplace Technology Engineer or a Senior Workplace Technology 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 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: As a Workplace Technology Engineer, you will:

  • Define and lead the delivery of new processes that align with the team’s portfolio strategy.

  • Lead the design and implementation of workplace technology solutions, including collaboration tools, productivity software, and end-user devices.

  • Leverage knowledge and awareness of multiple IT disciplines (Information Security, Platform, Networking, etc.) to address complex issues.

  • Provide technical leadership and mentorship to junior engineers, guiding them in best practices, troubleshooting techniques, and project execution.

  • Evaluate emerging technologies, tools, and vendors to identify opportunities for innovation and improvement within the workplace technology landscape.

  • Develop communication and champions change management efforts related to workplace technology initiatives.

• What it Takes:

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

  • Minimum of 2 years related work experience required; 5+ years related work experience preferred.

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

  • Strong ability to architect and develop scripted end-to-end automation in a relevant scripting language (Powershell or similar) preferred.

  • Demonstrated ability to convey complex technical concepts, implementations, and capabilities to non-technical individuals preferred.

  • Demonstrated communication and interpersonal skills.

  • 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, an