Workplace Technology Engineer

  • Sentry Insurance
  • Madison, Wisconsin
  • 09/25/2026
Full time Information Technology Telecommunications

Job Description

Sentry Insurance is seeking a Workplace Technology Engineer to design, implement, and support secure, modern workplace solutions that keep our associates productive and connected. In this role, you'll administer Microsoft 365, collaboration tools, and endpoint management platforms, ensuring reliable, secure access across a hybrid environment. You'll partner with security, infrastructure, and business teams to deliver scalable solutions, automate processes, and improve employee experience. Sentry offers a stable, collaborative culture with strong training, competitive benefits, and opportunities to grow your career in the finance and insurance industry.

Responsibilities

  • Design, implement, and support workplace technology solutions for a hybrid workforce
  • Administer and optimize Microsoft 365, including Teams, Exchange, and Share
  • Point
  • Manage endpoint configuration, security, and updates across devices
  • Collaborate with security and infrastructure teams to ensure compliance and resilience
  • Automate routine tasks and workflows using scripting and management tools
  • Monitor system performance, troubleshoot issues, and resolve incidents promptly
  • Support identity and access management, including Azure AD and SSO integrations
  • Document configurations, standards, and procedures for support and knowledge sharing
  • Partner with business stakeholders to understand needs and improve user experience
  • Contribute to continuous improvement, technology roadmaps, and project delivery.

Required Skills

  • Microsoft 365 administration
  • Endpoint management (Intune, SCCM)
  • Windows and mac
  • OS support
  • Identity and access management (Azure AD)
  • Collaboration tools (Teams, Share
  • Point)
  • Security and compliance configuration
  • Scripting/automation (Power
  • Shell)
  • Network fundamentals (DNS, VPN)
  • System monitoring and troubleshooting
  • Documentation and technical writing