“Jorel was maybe too fast and gave me no excuse for getting back to work :). Wonderful as always!”
Chicago Tech & IT Support
Your internal team shouldn’t have to handle it all. We bring the response times and security depth they need.
Public accountability, CEO-led. Rick Jordan’s leadership means every promise is visible, credible, and backed by a real name.
30-day performance guarantee. If we don’t deliver the outcomes you expect, you walk away with no penalties, anytime.
Flat monthly pricing, no onboarding fees, no hidden costs. Just clear, all-inclusive support that makes budgeting simple.
Free hardware upgrades when you switch. Firewalls, laptops, switches, and more, all business-grade and installed by professionals.
Cybersecurity isn’t an add-on. Every support engagement starts by reducing risk and securing your business from day one.
Request a Quote for Fast, Human-Led IT Support in Chicago, IL
Our Partners
Trusted IT Support Company in Chicago
Keep your team productive (and your business profitable) with support from qualified IT experts.
Marijo Kleinfelder
Kids Can Do
“You guys alerted me of an issue and addressed it all in the span of about seven minutes. Not too shabby!”
Bob Golden
Dowd and Dowd
“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
“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.
“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
“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 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
About ReachOut’s IT Support Services
Led by Rick Jordan, CEO and cybersecurity expert featured by Nasdaq, Harvard, ABC & FOX, ReachOut delivers trusted support and real outcomes for businesses nationwide.
Clients Who Choose Our Services
HOW WE HELP
Reliable Help, Real Results with IT Computer Support in Chicago
Guidance, Not Jargon
Make IT simple, not stressful. You get a dedicated tech advisor who knows your business and helps you plan, stay protected, and keep everything running.
Real Help, Right Away
No more arguing with chatbots, no more endless hold music. Speak directly to a U.S.-based team that resolves 80% of issues on the first call.
Available Wherever You Are
Enjoy the strength of a national, publicly accountable IT partner led by CEO Rick Jordan. Get enterprise-level reliability with the personal touch of a support team that knows you by name
Key Managed IT Support Services in Chicago
All the support your business needs–on-site, remote, and 24/7–delivered by local experts who keep your tech running and your team focused.
Live IT Helpdesk
Get real help, not endless hold music. You connect with a skilled technician in under 60 seconds, so your team gets back to work fast.
With ReachOut ONE, you skip Level 1 entirely; calls go straight to Level 2 support, so you get expert answers without the usual triage or delay.
Every ticket is handled by U.S.-based professionals who focus on real outcomes, not scripted responses, so you stay productive and in control.
Onsite Support
Some problems need a hands-on approach. When that happens, a certified ReachOut engineer arrives on-site to resolve your issue.
You get seamless coordination between your remote and on-site teams, so nothing falls through the cracks.
Whether it’s hardware installs, urgent repairs, or routine maintenance, you’re covered right where you work.
Cloud Support
Enjoy the benefits of the cloud with confidence.
- Integration support for public, private, and hybrid cloud environments
- Machine learning reviews your cloud usage to cut waste and keep your capability high
- Full range of cloud services: backup, security, support, and readiness assessments
You get reliable cloud performance, less waste, and expert support every step of the way.
Cybersecurity
Security is built-in, not an afterthought.
- Cybersecurity-First protection from day one
- AI-powered threat detection
- Regular scans, instant auto-mitigation, and ongoing employee trainingYou get proactive defense that adapts as threats evolve, keeping your business safe and compliant.
Compliance
Compliance should open doors, not slow you down.
We map your systems to major frameworks–such as HIPAA, CMMC, and NIST 800-171–using AI to identify gaps and build remediation plans that work for real people, not just auditors.
With ReachOut, you’re always ready for the next audit or contract, and you can focus on growth instead of paperwork.
Awards & Certifications
Experience IT That Just Works with Tech Support in Chicago
60-Second
Response time when you call our support desk
98.6%
Customer satisfaction rating from over 60 U.S. companies
95%
Reduction in recurring issues within 3 months
We’re More Than Just IT and Computer Support in Chicago, We Build Partnerships
Relationships aren’t just built on a smile and a handshake. You won’t find lock-in or vague promises here.
Most of our IT support services are offered without long-term contracts, because we believe you should stay for results, not because you’re trapped by fine print.
If you choose to commit long-term, you get rewarded with discounted rates and premium support–proof that a real partnership should benefit both sides.
Every guarantee we make is clear and simple. If we don’t fix your core IT or security issues in the first 30 days, you get a full refund, no hassle. That’s frictionless trust, built into every relationship.
ReachOut Digital Intelligence
IT Support and Services in Chicago
- 73 W Monroe St Suite 607, Chicago, IL 60603, United States
No Inflated Invoices…Ever
Get support, tools, patching, monitoring, compliance, and more at one flat monthly fee.
FEATURED ON:
Comprehensive Technology Services in Chicago
You scale. We stabilize. Enjoy expert support that keeps you moving without distraction.
Frequently Asked Questions
What’s included in your flat monthly rate for IT support?
Your flat monthly rate covers everything you need for reliable IT:
Unlimited remote and on-site support
- 24/7/365 helpdesk
- Advanced system monitoring
- Proactive patching
- Cybersecurity protection
- Compliance oversight
- Regular strategic planning sessions
There are no onboarding fees, hidden charges, or unexpected invoices–even hardware upgrades and emergency support are included, so you can budget with total confidence.
Can I get IT support for a mixed environment (PC, Mac, and mobile)?
Absolutely. Our support covers all major platforms—Windows, macOS, and mobile operating systems—so you never have to worry about compatibility gaps or unsupported devices.
Whether your team is using desktops, laptops, tablets, or smartphones, we keep every device secure, up to date, and working together seamlessly. You get a unified support experience no matter what technology your business uses.
What kind of professionals will I be working with?
You work with a team of certified, experienced specialists, not generic techs or faceless call center staff. From network engineers and cybersecurity experts to cloud specialists and compliance advisors, every member of your support team is trained to handle complex issues and deliver clear solutions.
Your primary contact is a dedicated tech advisor who understands your business and is accountable for your long-term success.
Can you handle IT needs as my business grows or changes?
Absolutely. Your IT support grows with you, whether you’re adding new users, opening new locations, or upgrading systems.
We provide scalable solutions and proactive planning to anticipate your needs, so you can expand confidently without worrying about bottlenecks, compatibility, or security risks. You get clear costs and seamless transitions, every step of the way.
What happens if my current provider tries to make it hard to switch?
Switching to ReachOut is seamless, even if your old IT provider isn’t cooperative. We handle secure data migration, equipment upgrades, and direct coordination with your previous team.
Your onboarding follows a proven 90-day process: initial audit and access setup, system stabilization with our security stack, and a tailored IT roadmap with ongoing reviews. You get clear timelines, zero onboarding fees, and the confidence that your business will stay secure and uninterrupted throughout the transition.
Get Your Team Back to Work Faster with IT Support Specialists in Chicago
Make It Audits Easier And It Downtime Rare. Choose Our IT Support in Chicago, IL!
We Value Your Feedback!
Love our service? Tell us with a Google review!
