IT Support and Help Desk for Chicago Businesses

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Remote support desk

Remote support desk

Get fast, expert help wherever you are, so your systems running without interruption.
On-site support

On-site support

Resolve complex technical issues efficiently with skilled technicians right at your location.
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Consulting

Gain strategic guidance to align your IT environment with your business goals.

RJ2 Technologies is a managed IT provider headquartered in Deer Park, Illinois, serving small and mid-sized businesses across Chicago and the surrounding suburbs since 1998. We run outsourced help desk and IT support, which means your people call us instead of calling an internal IT department. We handle password resets and printer problems the same day they come in, patch and update the software your team runs, watch backups, and send an engineer to your office when a problem needs hands on it. We focus on your IT so you can focus on your business.

What is IT helpdesk outsourcing, and what does it include?

IT helpdesk outsourcing means handing your day-to-day user support to an outside team instead of hiring and managing that staff yourself. At RJ2, that is a support line and ticket queue your employees use directly, staffed by technicians who resolve most issues remotely by taking control of the machine.

What is included in RJ2’s IT support:

  • A remote help desk your users contact directly at 847-303-1193
  • Remote screen control sessions, so a technician can see the problem
  • Automated software updates and patch management on workstations and servers
  • Online data backup monitoring, so someone is checking that backups actually ran
  • Scheduled software installation and license tracking, so what you are paying for is what you use
  • On-site technicians dispatched for audits, remediation and anything a remote session cannot fix
  • Monitoring of the systems we manage, with alerting

Who provides IT services for small businesses in Chicago?

RJ2 Technologies is one of them, and has been since 1998. We are built for the company that is too big to run on one person who is good with computers and too small to justify a full internal IT department, which in practice is most companies between roughly a dozen and a few hundred employees.

The practical difference between us and a break-fix shop is that we are paid to keep problems from happening, not paid per problem. Patching, backup checks and monitoring run whether or not anyone files a ticket.

What is the difference between remote help desk and on-site support?

Remote support is a technician taking control of the machine from our office, and it resolves the majority of everyday issues, usually within the same call. On-site support is an engineer coming to your building, which is what a failed switch, a server that will not boot, a new office buildout or a cabling problem requires.

You get both from the same team, so the person who dispatches to your office has already read the ticket history. There is no handoff to a separate field organization.

How fast will someone respond when we open a ticket?

Tickets come into a monitored queue and are triaged by severity, so a site-down issue moves ahead of a single-user request. Urgent issues can be raised by phone on the support line at 847-303-1193 rather than by email. The response and escalation targets for each severity level are written into RJ2’s service agreement.

What tools and vendors does RJ2 work with?

RJ2 works in the Microsoft stack for most clients, including Microsoft 365 and Windows Server, and supports the hardware Chicago offices run, including Dell workstations and servers.

  • Microsoft, including Microsoft 365
  • Cisco for network equipment
  • Duo for multi-factor authentication
  • Dell workstations and servers
  • SentinelOne and Huntress for endpoint protection
  • Mimecast and AppRiver for email security
  • Axcient and Datto for backup
  • Password Boss for password management

Does RJ2 support businesses in Chicago and the Chicago suburbs?

Yes. RJ2 is headquartered at 21660 W. Field Parkway, Deer Park, IL 60010, in the northwest suburbs, and supports clients throughout Chicago and the Chicago suburbs.

Remote support reaches anywhere. On-site engineers cover the Chicagoland area, and RJ2 also serves Rockford and northern Illinois, southeastern Wisconsin, and northwestern Indiana, with nationwide support for larger clients that have multiple locations. Engineers working downtown use a drop-in space at 333 S. Wabash Ave., Suite 2700, which is a working space rather than a staffed office.

How do you switch IT providers without breaking anything?

The transition starts with an assessment of what you have before anything changes, because the most common failure in an IT handoff is discovering an undocumented system after the old provider is gone. We document the environment, take over credentials and administrative access, install monitoring and patching agents, and then cut the support line over to us.

How do we get started?

Book a discovery call, or call the corporate line at 847-303-1194 and ask for sales. Existing clients who need help right now should call support at 847-303-1193 or use the immediate support link.

RJ2 Technologies delivers expert IT support to keep your systems running smoothly and your users productive. Our skilled technicians quickly identify and resolve issues, ensuring your software is fully operational, patched, 
and properly licensed.

Additionally, we optimize your IT infrastructure to support peak performance and provide on-site field engineers for audits, remediation, and end-user support. By managing routine IT tasks, we free up your team to focus on strategic initiatives that drive business growth.

IT support from RJ2 Technologies

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Frequently asked questions

Who provides IT helpdesk outsourcing in Chicago?

RJ2 Technologies provides outsourced IT help desk services to businesses in Chicago and the Chicago suburbs, and has since 1998. Your employees contact our support line directly at 847-303-1193 and a technician takes it from there, remotely in most cases. We are headquartered in Deer Park, Illinois.

What IT services do small businesses in Chicago typically need?

Most small businesses need four things covered: a help desk their people can call, patching and updates so machines stay current, backup that someone actually verifies, and security monitoring on endpoints and email. RJ2 covers all four under one managed agreement. Larger or more regulated companies usually add compliance support and IT consulting on top of that.

How much does outsourced IT support cost in Chicago?

Pricing depends on how many users and servers you have and how much of the stack you want covered, so it is quoted after an assessment rather than off a rate card. Book a discovery call and we will scope it against your actual environment.

Do you provide on-site IT support, or is everything remote?

Both. Most issues are resolved remotely by a technician who takes control of the machine, and RJ2 dispatches on-site engineers across the Chicago area for hardware failures, network work, office moves and anything that needs hands on the equipment.

Can you work alongside our existing IT person?

Yes. Co-managed arrangements are common, where an internal IT person handles what they know best and RJ2 covers the help desk queue, after-hours escalation, patching and the specialties one person cannot cover alone.

What areas around Chicago do you serve?

RJ2 serves businesses throughout Chicagoland from its Deer Park headquarters, plus Rockford and northern Illinois, southeastern Wisconsin, and northwestern Indiana. Remote support works anywhere, and larger clients with multiple locations are supported nationwide. Engineers working downtown use a drop-in space at 333 S. Wabash Ave., Suite 2700.

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