Managed IT for Chicago small businesses

Your business needs your attention.
Your IT shouldn't.

ITSquare helps Chicago small businesses manage everyday IT, protect employee accounts, and keep Microsoft 365 organized—with a clear monthly service plan.

What we do

Support for the way
your team works.

A clear point of contact for support, routine maintenance, and practical security improvements.

01

Everyday IT support

Business-hours help for covered computers, Microsoft 365, and office technology—with clear updates on what happens next.

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02

Account & access control

Organized setup, approved permissions, and clean offboarding when people join, change roles, or leave.

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03

Maintenance that gets done

Device updates, security checks, and backup monitoring—tracked, followed through, and explained plainly.

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A straightforward way to start

Understand the setup.
Then improve it.

Start with a clear picture

Our paid Microsoft 365 & IT Baseline Review examines accounts, devices, access controls, and backup arrangements. You get prioritized findings and practical next steps.

No theater. No surprises.

We define the scope, responsibilities, and cost before work begins. Onboarding is explained upfront, and projects are quoted separately.

From the journal

Practical thinking for the workday.

Clear guidance for the decisions that make business IT easier to run, secure, and recover.

Browse all insights

Latest guide

How to move offices without disrupting your IT

A visual runbook for internet, Wi-Fi, phones, backups, equipment, and the first morning in a new space.

Read the guide

Meet Faycal, founder of ITSquare

Your team has work to do.
Let's keep IT out of the way.

I'm based in Chicago, and I enjoy solving the recurring technical problems that waste people's time. I started ITSquare to make support practical, clear, and accountable.

Book a 15-minute conversation