IT SysAdmin

Design streets that move people-not just cars.

At Toole Design , we're leading the way in creating safer, more connected communities through sustainable multimodal transportation design. We're looking for a Systems Administrator II to join our IT team. We have a cloud-native identity and device management architecture aligning with Microsoft's modern best practices, so you'll focus on improving systems and efficiency, not patching legacy infrastructure.

We're a purpose-driven team of technical experts and operations professionals who believe streets should work for everyone . At Toole Design, you'll join a collaborative environment where operations professionals work alongside industry leaders, with mentorship and development opportunities designed to help you grow your expertise.

A collaborative, inclusive culture that supports your growth and advancement

• A flexible hybrid schedule: 3 days in the office and 2 days remotely
• 8 paid holidays; Benefits and Support
• The opportunity to support projects that improve lives-advancing safe, inclusive design grounded in ethics, empathy, and equity

You'll be a key part in keeping Toole Design's technology running smoothly across our 24 office locations and remote teams, keeping our enterprise technology dependable and our teams productive. You'll help design, maintain, and continuously improve our infrastructure, ensuring secure, reliable systems that keep our teams connected and productive. You'll provide Tier 2 helpdesk support; configure, maintain, and troubleshoot cloud services, hardware, and software, and take ownership of IT projects from planning through completion. You'll bring a collaborative, customer-first approach to directly helping staff solve problems and mentor junior IT team members to help build a collaborative, continuously learning team. Along the way, you'll have the opportunity to influence technology decisions, lead meaningful initiatives, and continue to grow your technical expertise alongside a collaborative IT team.

5+ years of hands-on systems administration / IT experience, including Tier 2 support

• Associate's degree or comparable technical training and experience
• Experience with endpoint management and application deployment (preferably Intune)
• Scripting and automation experience (PowerShell and Microsoft Graph preferred); familiarity using AI coding assistants to speed automation work is a plus.
• Working knowledge of networking, Wi-Fi, and firewalls
• Experience managing multiple projects to scope and schedule
• Ability and willingness to travel occasionally (3-6 times per year), as needed, to support business or project needs.

At Toole Design, we foster a collaborative culture and welcome people of all backgrounds to help build more inclusive communities. We strongly encourage women and applicants from underrepresented communities – people of color, LGBTQIA+, immigrants, first-generation college students/graduates, those with disabilities and people at all the intersections in between – to apply. We're proud that about half our managers are women and we are committed to diverse leadership that reflects the communities we serve.

Toole Design is a woman-owned, equal opportunity employer (EO/AA/VEV/Disabled employer).

For more information about Toole Design, visit our website and follow us on LinkedIn, Instagram, or Facebook.