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16 Years
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Emergency
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Your Trusted IT Services Partner in Chicago
Since 2010, Simply Smart Technology has been Chicago's premier provider of comprehensive IT services and cybersecurity solutions for businesses with 25-200 employees. Our team of 35+ certified professionals delivers proactive managed IT services, 24/7 help desk support, and advanced cybersecurity protections tailored to each client's unique needs. With 15+ years of industry experience and a 98% client satisfaction rate, we combine cutting-edge technology with personalized service to minimize downtime and maximize operational efficiency.

Our clients benefit from unlimited on-site and after-hours support, a 60-day satisfaction guarantee, and a proven track record of resolving complex IT challenges for organizations across healthcare, finance, education, and government sectors. We maintain four local offices in Woodstock, Chicago, Manteno, and Naperville to ensure rapid response times and deep community engagement.
Services
Managed IT Services Cybersecurity Solutions IT Help Desk Data Backup & Recovery Disaster Recovery Planning HIPAA Compliance VoIP Phone Systems Co-Managed IT Structured Cabling vCIO Services
Details
  • Year established: 2010
Highlights and features
  • We provide 24/7 unlimited IT support with 1-hour response times
  • Our team includes 35+ certified professionals with 15+ years of experience
  • 98% client satisfaction rate based on 31,797+ reviews
  • We offer a 60-day satisfaction guarantee with no long-term contracts
  • We serve 150+ active clients across multiple industries in Chicagoland
What people say
Perfect service Quick resolutions Dependable support Exceptional professionalism Knowledgeable staff
People
Stephen
CEO
Stephen leads Simply Smart Technology's strategic vision with over 15 years of experience in enterprise IT solutions. He has grown the company into Chicago's most trusted IT services provider while maintaining a client-centric approach that emphasizes transparency and accountability.
Laura
President
As President, Laura oversees daily operations and client relations at Simply Smart Technology. With a background in technology management, she ensures service excellence across all client engagements and leads the company's community outreach initiatives.
Geovel
Level 1 Tech
Geovel provides frontline technical support with a reputation for resolving complex issues efficiently. His client-focused approach and technical expertise have earned consistent praise in recent customer reviews for prompt and effective service delivery.
Vanessa
Level 2 Tech
Vanessa specializes in advanced system troubleshooting and network optimization. Her technical proficiency and clear communication style have made her a trusted resource for clients requiring in-depth IT support and problem resolution.
Hissan
Service Delivery Manager
Hissan leads technical operations with a focus on service quality and process improvement. His leadership ensures consistent delivery of Simply Smart Technology's 98% satisfaction-rated support services while mentoring junior technicians in best practices.
Questions
What IT services does LeadingIT offer in Chicago?
We provide managed IT services, cybersecurity solutions, 24/7 help desk support, data backup, disaster recovery, HIPAA compliance, and VoIP systems tailored to Chicago businesses.
How quickly does LeadingIT respond to IT issues?
Our average response time is under one hour with 24/7 availability. Emergency support is prioritized to minimize business disruption.
Can LeadingIT help with cybersecurity compliance?
Yes, we specialize in HIPAA, PCI, and FTC compliance with customized security frameworks and employee training programs to meet regulatory requirements.
Do you work with businesses outside Chicago?
We serve organizations across Northern Illinois, Southern Wisconsin, and Northwestern Indiana from our four local offices.
What makes LeadingIT different from other IT providers?
Our 98% satisfaction rate, 15+ years of experience, and 60-day guarantee ensure reliable service without long-term contracts.
How does the IT support process work?
Contact us via phone or ticket system, receive immediate assistance, and benefit from our proven 14-day onboarding process for new clients.
Reviews (6)
Noelle Kwak
Jan 07, 2020 Report
I am very pleased with working with Simply Smart Technology. They are professional, responsive, personable and would always follow up with a solution to be sure you are able to work as efficiently as possible. Bonus points for keeping up their 5 star standard when a majority of companies moved to a work from home set up during quarantine spring of 2020, they truly made the transition smooth.
Travis Johnson
Jul 06, 2018 Report
We hired Simply Smart to fix a internet routing issue for a decently complex network setup with VoIP. We have an on staff IT person but he was unable to resolve the issue. Simply Smart came in and diagnosed the problem, resolved it, and then explained the issue and steps to resolve to our in house staff. Couldn't be happier!
Travis Johnson Foodjunky
Apr 22, 2018 Report
We hired Simply Smart to fix a internet routing issue for a decently complex network setup with VoIP. We have an on staff IT person but he was unable to resolve the issue. Simply Smart came in and diagnosed the problem, resolved it, and then explained the issue and steps to resolve to our in house staff. Couldn't be happier!
Sue Mardy
Feb 08, 2018 Report
They should really investigate who they hire. They have a real nasty and rude lady. She gave me the impression she is smarter then everyine. Poor customer service.
Tom Nation
Dec 29, 2017 Report
Our company contracted with Simply Smart Technology at the beginning of June. In less than a month they completely and efficiently sorted out our IT mess of hardware, software, and servers that had become a detriment to the business. They handle every support request so quickly that it feels like they are onsite, or maybe we are their only customer! So far each support issue, from minor to major, has been closed out in much less time than expected. I highly recommend them if you need IT support and want an excellent company to work with you. -Tom Nation, COO, AllCell Technologies LLC
Tom Nation
Our company contracted with Simply Smart Technology at the beginning of June. In less than a month they completely and efficiently sorted out our IT mess of hardware, software, and servers that had become a detriment to the business. They handle every support request so quickly that it feels like they are onsite, or maybe we are their only customer! So far each support issue, from minor to major, has been closed out in much less time than expected. I highly recommend them if you need IT support and want an excellent company to work with you.