Microsoft AI Solutions Specialist

LeadingITWoodstock, IL

About The Position

The Microsoft AI Solutions Specialist is responsible for solving operational and technical challenges through smart automation. This role blends systems thinking, technical expertise, and a passion for continuous improvement. You’ll work cross-functionally to eliminate repetitive tasks, integrate tools, and enable scalability through automation.

Requirements

  • 2+ years in a role focused on technical automation, scripting, or process engineering
  • Advanced problem-solving ability with a strong attention to detail
  • Familiar with Powershell
  • Experience with Microsoft 365, Copilot, cloud automation, and API integrations
  • Experience with MSP environments and tools like ConnectWise, IT Glue, etc.
  • Experience with RMM/PSA tools (ConnectWise Automate, Manage)
  • Knowledge of security-focused automation (e.g., SIEM, SOAR tools)
  • Reswt experience

Responsibilities

  • Proactively identify process inefficiencies and create automated solutions
  • Build and manage automations across tools like Power Automate, Zapier, ConnectWise Automate, and through custom scripting (e.g., PowerShell, Python)
  • Integrate internal and client-facing platforms using APIs, webhooks, and middleware
  • Lead automation initiatives for tasks like ticket routing, reporting, alert escalation, and documentation syncs
  • Document all workflows and automation logic in a clear, supportable format
  • Build automation solutions that directly eliminate repetitive, labor-intensive tasks — creating capacity within existing teams
  • Monitor and maintain automation stability and performance
  • Partner with service, operations, and leadership teams to prioritize high-impact improvements
  • Create seamless, secure connections between tools (PSA, RMM, documentation, cloud platforms) using APIs, scripting (PowerShell, Python), and platforms like Power Automate or Zapier to reduce swivel-chair work and duplicate data entry.

Benefits

  • Salary for this position is $65k/annually.
  • We provide 100% company paid health, dental, life, and vision benefits – value of $4,500 to $14,000/year
  • We match 5% of your contributions to Guideline 401k – value of 5% of salary.
  • Open Door PTO policy
  • Company provided gear (notebook + softphone) as well as company clothing.
  • LeadingIT has committed to distributing $5 million in profit back to our team over the next 10 years
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