Workplace Technology Engineer (Hybrid Work Model)

Sentry Insurance; Madison (WI); On-site; USD 90,000 - 120,000; Full time

Benefits offered by this job

8% 401(k) match

Bonus plan based on company per forme

Meal stipends

Associate discounts

Volunteer time off

Job summary

Sentry Insurance seeks a Workplace Technology Engineer to lead design, implementation, and maintenance of innovative workplace technology solutions. You’ll innovate using new tools and vendors, learn through Sentry resources, and grow via ongoing career discussions.

The role emphasizes troubleshooting, automation, and cross‑domain collaboration in a fast‑paced environment. A bachelor’s degree and 2+ years’ experience are required.

Qualifications

• Bachelor’s Degree in Information Technology or related field, or related work experience.
• Minimum of 2 years of related work experience.
• Experience with operating systems and Microsoft 365 ecosystems including their role in an enterprise office setting.
• Proficiency with scripted automation in a relevant scripting language.
• Strong knowledge of infrastructure technology (server, network, storage, security).

Responsibilities

• Innovate: identify opportunities for innovation and improvement within the workplace technology environment.
• Learn: leverage company resources for professional development and learning.
• Grow: pursue growth through ongoing conversations and career path ownership.
• Contribute: work in a fast-paced solutions engineering and support environment delivering outcomes such as troubleshooting, improving processes, scripting and automation, and cross‑team collaboration.

Skills

Scripting automation

OS and Microsoft 365 proficiency

Infrastructure knowledge

2+ years experience

Education

Bachelor’s Degree in Information Technology or related field

Job description

Workplace Technology Engineers Overview

Workplace Technology Engineers are responsible for leading the design, implementation, and maintenance of innovative technology solutions.

What You’ll Do

• Innovate: Through use of emerging technologies, tools, and vendors, you will 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: You will have many opportunities to grow in your career. Through meaningful, ongoing conversations around growth and development, we encourage all associates to take ownership of their career path.
• Contribute: You’ll work in a fast‑paced solutions engineering and support environment, delivering outcomes such as:
  • Troubleshooting complex and cross‑domain end‑point environment problems.
  • Improving process efficiencies and outcomes within workplace technology and across the organization.
  • Identifying and delivering improved client experience using approaches such as scripting and automation.
  • Exhibiting excellent communication skills, including the ability to distill complicated instructions into audience‑appropriate actionable steps and to explain and present technical topics to peers and technical management at the appropriate level of detail.
  • Developing 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

• Bachelor’s Degree in Information Technology or an equivalent related field, or related work experience.
• Minimum of 2 years of related work experience.
• Experience with operating systems and Microsoft 365 ecosystems including their role in an enterprise office setting.
• Proficiency with scripted automation in a relevant scripting language.
• Strong knowledge of infrastructure technology (server, network, storage, security).

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.

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.