LeadingIT
Chicago, IL · Website
★ 5.0 (182 reviews across 1 source, 4 locations) · 2 claimed certifications
Chicago MSP and cybersecurity provider. 3x Inc. 5000. Expertise.com listed.
Last updated: July 28, 2026
Our Assessment
LeadingIT currently ranks #5 of 69 active, scored IT providers in our Chicago-area database, with a Default Fit Score of 40.0% — 17.7 points above the pool average of 22.3%. Scores recompute nightly from public data under our published methodology; no provider pays to be ranked.
Its public review footprint spans 182 client reviews averaging 5.0/5: Google 5.0/5 (182 reviews). Employees rate the firm Indeed 4.2/5 (6 reviews); Glassdoor 2.8/5 (27 reviews) — employee sentiment feeds the score because it predicts service stability.
The firm lists 2 security frameworks (0 objectively verified, 2 claimed on its website but unverified). We track 4 verified office locations for it in the Chicago area. 2 notable company events (awards, acquisitions, milestones) appear in its record below.
Public Criteria Attainment
Scored on 4 objectively verified criteria. Sign in to see all 10.
LeadingIT Reviews by Source
Google Reviews by Location
Employee Role Analysis
Proactive vs. reactive employee role mix based on workforce composition data.
2 proactive, 9 reactive
Security & Compliance
Strengths
- + 5.0 avg client rating — Google
- + 182 client reviews across 1 platform — Google
- + Strong recent reviews (5.0 avg, last 12 months) — Google
- + Flexible contracts (month-to-month, easy exit) — vendor feed
- + Listed on 4 industry directories — Clutch, Indeed, Manifest, Glassdoor
- + 16+ years in business — vendor website (claimed)
- + Serves Healthcare, Finance, Legal, Manufacturing +7 more verticals — vendor website (claimed)
- + Offers Fully Managed, Co-Managed, vCIO, Help Desk, 24/7 Monitoring, Unlimited Support services — vendor website (claimed)
Weaknesses
- - Client reviews on a single platform only — Google
- - Below-average employee reviews (3.1) — Indeed, Glassdoor
- - Security certifications not objectively verified
- - Heavily reactive support model (82% reactive roles) — Apollo
Notable Events
Company milestones and achievements
LeadingIT expanded through strategic acquisitions
LeadingIT grew through strategic acquisitions including CLASS Computing, Dura-Tech Enterprises, and Simply Smart Technology.
Jan 1, 2026
LeadingIT was founded in Woodstock, Illinois
LeadingIT was founded in 2010 and later grew into a Chicagoland managed service provider serving businesses across Northern Illinois, Southern Wisconsin, and Northwestern Indiana.
Jan 1, 2010
Recent Activity
Data changes from the last 90 days
Jul 28, 2026
Jul 25, 2026
Jul 22, 2026
Jul 21, 2026
Jul 17, 2026
Frequently Asked Questions
How is LeadingIT rated by clients?
LeadingIT averages 5.0/5 across 182 public client reviews from Google. We aggregate these nightly and weight them with Bayesian averaging so a handful of reviews can't dominate the score.
Does LeadingIT hold security certifications?
LeadingIT lists 2 security frameworks, currently claimed on its website rather than verified in a public registry. The Security & Compliance section above distinguishes verified from claimed for each one.
Where is LeadingIT located?
LeadingIT is based in Chicago, IL and operates 4 office locations we track. Our rankings cover IT providers serving the Chicago metro area.
How does LeadingIT compare to other Chicago MSPs?
LeadingIT ranks #5 of 69 scored providers in our database under default weights. Use the comparison links on this page for side-by-side breakdowns, or run a custom evaluation to weight the 10 criteria for your own priorities.
Compare LeadingIT
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For LeadingIT: show off your ranking
This firm has earned a Top 10 badge in our current rankings. If you work at LeadingIT, you can embed it on your website — it links back to this profile and updates automatically as rankings change.
<a href="https://itsupportchicago.net/vendors/leadingit?utm_source=badge&utm_medium=embed" title="LeadingIT on IT Support Chicago"><img src="https://itsupportchicago.net/api/badge/leadingit" alt="LeadingIT — Top 10 on IT Support Chicago (2026)" width="220" height="64" loading="lazy"></a>
Usage: link only to your own profile page, keep the current tier, and remove the badge if delisted. Google's guidelines recommend adding rel="nofollow" to embedded badges — that's fine with us. Full terms: itsupportchicago.net/badge.
Data last updated: 7/28/2026. Report an issue