“Mel was great. She knew the urgency and understood that we had had issues with this client previously and worked with me to provide all the info to be proactive and inform them of their errors and how to prevent in the future. Great job! Thank you!”
Chicago IT Company
Frustrated With IT? Give Us 30 Days to Fix It for Good!
90% of IT issues are resolved on the first call, so you don’t waste hours bouncing between departments or repeating yourself.
Eliminate recurring issues with root-cause resolution that cuts support noise by 95% in just 90 days.
Protect every endpoint with real-time patching, 24/7 monitoring, and threat isolation across all users and devices.
Skip Level 1 and get direct access to senior techs with our FastTrack onboarding and ReachOut ONE plan.
Track what’s working with daily trend reports, issue flags, and AI-augmented support that actually scales with you.
Get a Quote From Our IT Company in Chicago, IL
What Sets ReachOut Apart From Other Chicago IT Providers
We don’t just say it. We show it. Here’s what real results look like.
Jamie Burgeson
Creative Colors Intl
“House-on-fire emergency handled by Jovy with grace and speed. So appreciative of the helpfulness and knowledge! She literally saved the day.”
Maggie Mayer
Kinnally Flaherty Krentz & Loran, P.C.
“Always a quick response from your team. ReachOut follows up quickly and stays on top of issues until they are completely resolved. Great job!”
Maureen Rubino
Goldberg & Schulkin Law Offices
“I know that if I have a problem and call that the problem will be completely resolved. I enjoy speaking to Jovy to get my problems resolved. She is very patient and kind with me especially since I seem to get confused with the processes involved with the computer”
Sandy
McNabola Law Group
“I have dealt with ReachOut for the past few years & have had nothing but successes. They always maintain professionalism in their field of work.”
Chris Shields
Navitas Capital
“ReachOut is on top of the newest technology and communicates this information to my team. I would highly recommend ReachOut IT to other firms.”
Mark McNabola
McNabola Law Group
“Jorel was maybe too fast and gave me no excuse for getting back to work :). Wonderful as always!”
Marijo Kleinfelder
Kids Can Do
About ReachOut’s IT Company
ReachOut started because Rick Jordan saw how often IT firms cut corners, leaving clients exposed. So we built something better: security-first, clarity-driven, and outcome-obsessed from day one.
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HOW WE HELP
What Makes ReachOut the Smart IT Choice in Chicago
Security Starts on Day One
We don’t “add” cybersecurity later, it’s the first thing we lock in. From patching to compliance, every plan begins with protection, not patchwork.
Strategic Guidance, Built-In
You don’t just get support, you get a roadmap. We align IT decisions to business outcomes, so you scale smarter, faster, and without second-guessing.
No Outsourcing, Ever
Every call, every ticket, every solution comes from our internal U.S.-based team. No call centers. No handoffs. Just expert help when it actually matters.
What You Can Expect From Our Chicago IT Company
You didn’t build your business to chase down support tickets. We keep your systems stable, secure, and scalable, so your team can do their best work every day.
Managed IT Services
We take full ownership of your IT, from endpoints to infrastructure—so nothing slows you down as you grow.
IT Support
Say goodbye to ticket loops and delays. You’ll talk to real engineers who fix the issue fast, so your team doesn’t lose momentum.
Cybersecurity
We don’t bolt on security later; it’s embedded into every user, device, app, and network from day one.
Cloud Services
Your cloud shouldn’t slow you down. We make it secure, user-friendly, and fully aligned to how your team actually operates.
IT Consulting
No buzzwords. No blind spots. Just smart, practical IT advice that aligns with where you’re going, not where you’ve been.
AI Training & Implementation
We don’t sell hype. We help you use AI where it adds value, clearly, strategically, and with your business goals in mind.
IT System Monitoring
We spot and resolve issues early, so your team stays productive and your business keeps moving.
Strategic Leadership
Our senior IT advisors bring clarity to your roadmap, vendor strategy, and risk decisions, so you can lead with confidence.
Disaster Recovery
Data backups are basic. We go further with real recovery strategies that protect uptime when your business is on the line.
Awards & Certifications
The Chicago IT Company That Fixes What Others Miss
60 Seconds
That’s how fast you’ll talk to a real engineer.
45+ Years
We’ve been solving IT problems in Chicago for decades.
100%
Security-led. It’s not an add-on, it’s built in, because nothing else works without it.
Built for Businesses That Don’t Sit Still
If your business is growing or about to, you don’t need more “support.” You need strategy. You need systems that scale. And you need a partner who sees what’s ahead, not just what’s broken.
At ReachOut, we remove the daily friction: no more tracking down vendors, resetting tickets, or chasing last year’s infrastructure. Instead, we give you a clear path forward, designed around how you work, what you’re building, and where you’re headed.
We bring the structure, the visibility, and the protection that fast-moving teams rely on. Because growth doesn’t wait and neither should your IT.
Let’s shift your tech from reactive to intentional. And finally put it to work for your business.
ReachOut IT
IT Company in Chicago
- 73 W Monroe St Suite 607, Chicago, IL 60603, United States
Get Real Help in 60 Seconds, Not 6 Hours
Skip the queues, hold music, and handoffs. Our engineers answer fast and fix faster.
Explore Our Key IT Services in Chicago
Discover real IT solutions that keep your business secure, connected, and ready to scale faster.
Frequently Asked Questions
How fast will I actually get support when something breaks?
You’ll talk to a real engineer in under 60 seconds. That’s not a goal, it’s guaranteed for every ReachOut ONE client. We don’t believe in ticket triage, scripted responses, or getting “back to you shortly.” Your time matters, so we built our service around speed and clarity.
We skip Level 1 entirely, route you to a Level 2 technician immediately, and resolve most tickets in under 15 minutes. That’s written into our performance guarantees.
Because real support doesn’t leave you waiting, it fixes the issue before it becomes a business risk.
What makes you different from other IT companies in Chicago?
Most IT providers say the same things, “reliable,” “affordable,” “best-in-class.” We don’t.
What makes us different is that we don’t operate like a vendor. We operate like a strategic partner. We start every engagement with cybersecurity, not after the fact. We build clear roadmaps, not just support queues.
We’re also one of the few publicly visible firms in this space. Led by national cybersecurity voice Rick Jordan, we operate under public accountability with clients across North America. That means you’ll always know who’s behind the work, and how we stand behind our outcomes.
Can you support a business like mine if we’re growing fast?
That’s exactly where we shine. Whether you’re hiring across offices, opening new sites, or scaling your client base, we’re built to grow with you, without hitting support walls or stacking unexpected costs.
Our Unlimited and ReachOut ONE service plans include flat-rate pricing with no hidden fees, usage penalties, or hardware surcharges. We even offer free equipment upgrades when you switch, so your infrastructure can scale without straining your budget.
We’ve helped fast-growing law firms, healthcare providers, and manufacturers gain visibility, cut downtime, and meet critical compliance milestones, all while staying focused on what actually drives growth. If you’re scaling, we’ll help you do it without second-guessing your tech.
Do you help with compliance, or just IT support?
We do both and we don’t treat compliance as an extra. For us, it’s baked into the core of your IT environment from day one.
Our clients regularly pass vendor and regulatory audits with fewer delays and less stress, because we do the work proactively, not reactively.
And unlike firms that add compliance as a bolt-on, we operationalize it across your environment. You’ll know where you stand, what’s been addressed, and what’s next, without chasing paperwork or buying another tool.
What happens if I’m stuck in a contract with another IT provider?
We’ll pay to end your IT pain. Literally.
If you’re ready to switch but locked into a contract, ReachOut offers a Contract Buyout for up to 12 months of your current agreement when you sign a multi-year plan. That means you can move forward now, not six months from now, without double-paying or waiting out poor service.
We also waive onboarding fees, include hardware upgrades where needed, and fast-track your migration so your team doesn’t lose momentum. With our 30-day performance guarantee, there’s no risk. If we don’t deliver measurable improvement in the first month, you walk and we cover the labor.
Ready to Switch? We’ll Cover Your Exit Costs
We don’t add security later, it’s built into every device, account, and app from day one, so there are no weak links in your system.
Get full-service IT at a flat monthly rate, no line-item surprises, no add-ons, and no guesswork about what’s covered.
As a Microsoft Silver Partner and MSP 501 winner, we bring proven expertise to every system, stack, and security plan.
Featured on Bloomberg, FOX, and NewsNation, our nationally trusted team protects 6,000+ users across North America.
Shift to strategic IT in 90 days without sacrificing daily support or business continuity.
Stuck in another contract? Get out early with our Chicago IT company!
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