Technical Support Specialist

Technical Support Specialist

At Toole Design, we're leading the way in creating safer, more connected communities through sustainable multimodal transportation design. We're looking for a Technical Support Specialist to join our Silver Spring team, someone who enjoys solving problems and helping people, and who will keep our technology running so our teams can focus on designing safer, more connected streets.

Why You'll Love Working Here

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.

We offer:

• 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; and 16 days of PTO accrual annually
• Competitive salary, excellent benefits, and transportation perks: Benefits and Support
• Projects that truly improve lives through safe, inclusive design rooted in ethics, empathy, and equity
• Employee-ownership, so we all share in the success we build together

What You'll Do

You are key connector across Toole by supporting day-to-day IT needs, onboarding new team members, and ensuring our systems run smoothly. You'll troubleshoot a wide range of technical issues, collaborate with colleagues across disciplines, and take ownership of solutions that keep our teams productive and connected. Along the way, you'll have opportunities to learn new technologies, contribute to IT initiatives, and grow your skills in a dynamic, supportive environment.

What You Bring:

• 1-2 years of hands‑on experience in an IT helpdesk environment providing tier 1 customer service to end users (CompTIA A+ preferred)
• Experience with Microsoft 365 preferred
• Experience with a Windows-based environment
• Basic understanding of networking, VPNs, Firewalls
• Experience performing minor hardware repairs and upgrades
• Audio/Visual Experience is a plus
• Strong attention to detail
• Strong organizational skills

We are targeting a salary range of $57,000 to $67,000 for this position.

Careers - Toole Design

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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).

At Toole Design, people are at the center of everything we do. We bring this value to our recruitment process and do not use AI, automated filtering algorithms, or bot screening. We believe every candidate deserves a thoughtful review, so every application is read by a member of our team.

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