Are you tired of constant technology issues, waiting days for help and not able to get answers? We can HELP!

No Other IT Support Company in Chicagoland Can Touch Our Fast Response Times, Range Of Experience, Quality Customer Support, Or Our Ability To Deliver Technology Solutions That Work EXACTLY The Way You Want Them To.

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Schedule a call with us today to find out more why you'll want to choose us and get your organizations technology issues solved.

Unlimited support | No contracts | Truly ALL-inclusive

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Why Choose LeadingIT?

Let us show you how we can alleviate your technology issues and make your company more productive.

Always tied to technology, years ago I was the go to guy for computer and technology help. But because it was a hobby at the time, I could never be as responsive as I wanted for those clients. And even though there are dozens of IT companies around, I didn't feel any of them provided a great service for their clients. Because of that, my then hobby became a crazy idea, a career, and a startup business in 2010 when I quit my full-time job to start LeadingIT.

At LeadingIT our team provides the best IT support and everything technology for our clients. We prevent downtime and security issues with great products and best practices. We bring ALL your technology to date with migrations and projects including Cloud services. We provide an ALL encompassing backup service that is unmatched by our competition. We solve your technology problems with a highly responsive and super friendly help desk that answers the phone all day. And the best part is we do ALL of this and more for a budget friendly flat monthly fee.

And we are just getting started.

Since our start in 2010 we now manage over 80 client networks across Chicagoland and employ 10 full-time engineers who support more than 2500 end user staff. We have become a stand-out in the area, highlighted locally as well as in our industry. We were listed in 2018 on the MSP501 list, in 2018 to the INC500 fastest growing companies, and in 2015 on the top 100 MSPs in the US at #14. We've earned a Best of the Fox recognition in McHenry County. We are also recognized as a Microsoft Cloud Champion.

Check out our site, find out more about us, read reviews from our clients and then reach out to get started.

I look forward to working with you.

Stephen Taylor,
Technology Consultant and CEO

Why Choose LeadingIT?

Why Choose Us - IT Support Crystal Lake and Chicagoland

ALL-inclusive Technology Support for your Chicagoland Business

  • Fanatic Help Desk Support
  • All Your Technology Covered
  • ALL-inclusive Flat Fee Support
  • BackUPOverDrive
  • Invisible Automation
  • Projects and Migrations

Not all IT support is created equal

We provide the most EXTENSIVE backup

More than just files, we can QUICKLY recover entire systems

We CONTINUE to adapt

Our tech world is always changing

Our security framework is CONSTANTLY evolving

Keeping you safe from what happens tomorrow

We provide TRULY ALL-inclusive support

We mean everything, no billable time, no project fees

We are there with FAST and friendly support

Because technology is never perfect

We EVOLVE your technology

To positively impact your business

We ACCURATELY patch systems

Preventing some of the most common breakdowns and hacks

We MOVE your technology forward

So you are never left behind or suprised

We PREVENT most all downtime

By standardizing the systems we deploy and proactively maintianing them

We are TRANSPARENT in our support

Communicating changes and reporting on everything we do


See what other Chicagoland business owners are saying about us...

  • “The best IT provider is the one you never have to see. LeadingIT came out to make corrections to our system on day one and I haven’t seen them since because we don’t need them. They are managing everything behind the scenes and if/when we need them they have the problem fixed immediately….Perfect!”


    Eric Ruth,
    Alliance Contractors

    “These guys are awesome. They read the customer service manual and live it. I have used for several years. LeadingIT has an impressive team which delivers on their promise and is a stand out performer in the IT support. I would recommend them to all business’s that would like expert results”


    Rick Sperando,
    Black Diamond

    “I’d like to first say how impressed we have been with the professional support and assistance we have received from LeadingIT. While the entire LeadingIT staff we have worked with has been great, I’d like to specifically call out Jason and Dave for their help on a wide variety of topics. One example was the recent New World upgrade- these typically caused a lot of issues with prior vendors and you guys did a fantastic job with this!”


    Chris Sparkman,
    Village of Grayslake

  • “The team at LeadingIT does great work.They bail me out of my IT problems at least once a month and I have always been happy with their performance, knowledge and reliability.”


    Eric Schroeder,
    Mortgage Capital Group

    “THANK YOU. I can’t even tell you what a difference all this technology has made— just being able to have all my systems sync and be able to delete email only once is life changing–!”


    Tyler Lewke,
    Lewke Partners

    “As new clients to LeadingIT we are very impressed with the service, attention to detail, support, response time and professionalism! Our team is incredibly happy with everything. The system that LeadingIT has to submit issues and questions is super convenient and the followup and time to get issues resolved is quick and efficient. I would recommend LeadingIT to everyone.”


    Elizabeth Steeves,
    Danaco Solutions

News & Blog

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This email is from someone outside my organization and it's not related to my job responsibilities.

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A bad place to click this week

Let's walkthrough a very typical Office 365 phishing campaign and then review the ramifications.You receive an email like the above, notice the misspelled ...

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