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Small-business IT

Field IT Technician

North Chicago suburbs (on-site, occasional remote) · W-2 Full-time · $30–$50/hr ($65K–$110K total)

Network modernization, firewall config (UniFi / Sophos), endpoint security rollouts (Huntress), backup + DR setup. CompTIA Net+/Sec+ a plus.

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A day in the life

You're the SMB-side counterpart to our field installers. You run network modernizations, firewall config, EDR rollouts, M365 hardening, and backup-and-DR projects for 3–50-seat small businesses (dental, legal, professional services, retail).

You'll:

  • Replace consumer gear with managed firewall + APs + VLANs.
  • Roll out EDR (Huntress) + DNS filtering (DNSFilter / Cloudflare Gateway).
  • Stand up Synology + Backblaze B2 backup with verified test restores.
  • Configure Microsoft 365 the right way (MFA, conditional access, SPF/DKIM/DMARC).
  • Document every site in plain English: network diagram, device inventory, credentials reference.
  • Be the trusted face the SMB owner calls when something feels wrong.

You will own

  • A roster of recurring SMB clients on retainer plans.
  • A near-zero callback rate by getting it right the first time.
  • A documented, repeatable playbook for each service.

Must-haves

  • 3+ years SMB IT or MSP experience.
  • Comfortable in a Windows + M365 + UniFi/Sophos environment.
  • Strong written communication (you'll write the visit report yourself).
  • Smartphone fluency for our tech portal.
  • Valid IL driver's license + reliable transportation.

Nice-to-haves

  • CompTIA Network+ / Security+.
  • Hands-on with Huntress, Bitwarden, Backblaze B2, Cloudflare.
  • Home Assistant or other smart-home integration experience (we're a hybrid shop).
  • Spanish.

What you'll get

  • Real benefits (health via ICHRA, 401(k), PTO).
  • Real pay-range transparency (per IL Equal Pay Act 2025).
  • Tools, vehicle, uniforms, training, certifications paid.
  • A real career path: senior IT → vCISO → metro launch lead.