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IT Services for Mid-Sized Businesses

Complete IT support with one vendor and one clear budget.

One IT contact backed by 80+ certifications eliminates vendor confusion and slows decisions.

Proactive monitoring and maintenance help reduce downtime from recurring issues.

All-in managed pricing helps you control monthly budgets and reduce risk from unclear IT spending.

Integrated cybersecurity support is included for managed clients to address security gaps.

OSG resolves over 100 support tickets daily across varied environments for complex systems.

Request a Quote for our IT Services for Mid-Sized Businesses

Support That Earns Long-Term Trust

Businesses rely on OSG for ongoing management, system upgrades, and issue resolution.

We completely outsourced our IT department to Outsource Solutions Group, Inc. They handle all the security and critical patching to our infrastructure as well as all help desk support. We also procure all our hardware needs through Outsource. OSG is extremely responsive to our needs, handles tickets with care and timeliness too. We appreciate everything they do for us and would recommend their services to any business looking for an IT provider you can trust

Vice President Of Commercial Operations, Pharmaceutical Company

We started with OSG a few years back when we had issues with our former IT company. They were professional and quick to serve us. Since that day we have loved the relationship that we have with all the staff at OSG. Their customer service is outstanding. I wish we would have switched to them sooner and I would HIGHLY recommend them!

Director of Operations, Fox Valley Non-profit

Outsource IT Group has taken the time to learn our business, serve as a trusted partner, and provide a level of expertise that allows us to effectively allocate human resources to other critical services. In addition to providing us with technical and hardware support, the strategic quarterly meetings have helped us to grow as an institution through the implementation of new technologies and processes. Newly instituted services include increasing internet speed and stability, the pending implementation of RFID, and a successful transition to the Microsoft Phone System for unified communication. We would highly recommend their services to any organization looking for innovation and creativity.

Executive Director, Local Public Library

We’ve had an outstanding experience with Attentus. Brandon P., our NetAdmin, is proactive, attentive, and truly invested in our success. He consistently checks in, anticipates needs, and ensures we’re supported at every level. What really stands out is that Brandon goes the extra mile to troubleshoot issues thoroughly and stays with them until they’re fully resolved. We never feel like tickets are just being closed — he makes sure the solution actually works for our team.
Sean is always friendly, approachable, and completely solution-oriented. He makes even frustrating I.T issues feel manageable and keeps things moving quickly.
Logan has been invaluable when it comes to more complex projects. He approaches challenges thoughtfully, finds clear and effective solutions, and is patient with questions — explaining things in a way that even less tech-savvy folks can understand.
Joel O., our vCIO, has been a steady leader overseeing our biggest challenges and the overall health of our systems.
The team is consistently responsive and helpful, and their customer service truly stands out. Choosing Attentus is one of the best decisions we’ve made — they give us confidence and peace of mind every day.
Highly recommend!

Kacie Washington

Complete IT Support for Mid-Sized Business Operations

Proactive support, security, planning

Mid-sized teams need dependable support without managing every technical detail internally. OSG provides ongoing helpdesk support, endpoint management, user support, patching coordination, and issue resolution through a team with more than 80 combined technical certifications.

The goal is simple: keep users productive, reduce repeat tickets, and give leadership a clearer path for day-to-day IT decisions.

Cybersecurity is built into managed IT support rather than treated as a separate afterthought. Managed clients receive protection that can include MDR and EDR, monitoring, security maintenance, user-focused safeguards, and infrastructure reviews that reduce exposure across devices, access points, and systems.

This approach helps protect operations while keeping security planning aligned with your monthly IT budget.

A strong support relationship starts with accurate documentation. OSG’s onboarding process covers infrastructure mapping, IT asset and network audits, access control review, vendor lists, procedure mapping, software deployment, spending visibility, and long-term planning.

That early work gives your support team the context needed to handle complex environments and avoid delays caused by missing information.

Cloud and Microsoft 365 environments need planning, configuration, security, and ongoing administration. OSG helps manage cloud productivity, application integration, user access, collaboration tools, migrations, backups, and support needs so your systems remain dependable as your team changes.

Microsoft Gold Certification in multiple disciplines adds depth to planning and execution for growing businesses.

Technology decisions should support the business beyond the next urgent ticket. OSG helps build a 6 quarter IT strategic roadmap that accounts for upgrades, security priorities, infrastructure lifecycle, vendor needs, cloud decisions, and budget planning.

This gives leadership a practical view of what to address now, what to plan next, and how to avoid letting aging systems create unnecessary risk.

Some IT issues need hands-on technical support at the device, network, or infrastructure level. Managed services clients can receive on-site help without added travel time charges, helping prevent surprise invoice increases when in-person support is required.

That makes it easier to budget for IT while still getting practical assistance for hardware, connectivity, installations, and local troubleshooting.

Our Partners

Proven IT Support Built for Operational Continuity

98%

Customer Retention Rate

99%

Customer Retention Rate

108.25

Avg Support Tickets Resolved Daily

IT Services for Mid-Sized Businesses Simplify IT Management Without Losing Control section image 1

Simplify IT Management Without Losing Control

Mid-sized businesses need IT that scales without adding complexity. Outsource Solutions Group supports hardware, software, users, data, processes, security, and long-term planning through a single accountable team.

You get practical support for daily issues, proactive infrastructure management, and clearer IT budget planning so technology stays aligned with operations.

Reliable IT Services for Mid-Sized Businesses ensuring smooth daily operations and seamless workflow management.

Built for Dependable Day-to-Day Operations

Support should reduce risk, not create more moving parts.

  • Single point of contact for IT support needs
  • Proactive monitoring and regular maintenance
  • Integrated cybersecurity for managed clients
  • IT asset, network, and vendor documentation
  • Strategic planning for upgrades and growth

Talk Through Your IT Support Needs

Gain clearer budgets, stronger support, and fewer recurring IT issues.

Request More Information
Comprehensive overview of IT Services for Mid-Sized Businesses to enhance efficiency and performance.

Start With a Complete View of Your IT

Every engagement starts with a detailed understanding of your environment. OSG maps infrastructure, access, vendors, assets, support procedures, and current IT spending so support begins with context.

That foundation helps resolve issues faster, prevent repeat problems, and build a practical roadmap for the next stage of your business.

Frequently Asked Questions

You receive end-to-end IT support covering hardware, software, users, data, processes, cybersecurity, and long-term planning. Services include proactive monitoring, rapid issue resolution, infrastructure upgrades, IT budget planning, and strategic technology roadmaps. Everything is managed in-house, so you have a single point of contact and one clear invoice for all IT needs.

With these services, you gain predictable IT costs, fewer recurring issues, and stronger security. Your systems are proactively monitored and maintained, reducing downtime and freeing up your team to focus on business goals. Integrated cybersecurity and strategic planning help protect your business and support growth over time.

The onboarding process starts with a complete assessment of your IT environment. This includes infrastructure mapping, asset and vendor documentation, access control setup, and IT spending analysis. You get a detailed roadmap for support from day one, making transitions smooth and ensuring no gaps in coverage.

Pricing is all-in and transparent, with a single monthly rate that covers all managed IT services. This includes after-hours support, onsite visits, cybersecurity, and maintenance, so there are no surprise charges. You can budget confidently, knowing every aspect of your IT is included for one predictable price.

You benefit from a team with over 80 technical certifications and decades of experience supporting diverse industries across Chicagoland. No additional charges for after-hours or onsite support, integrated cybersecurity at no extra cost, and a 100% money-back guarantee with a 90-day opt-out provide peace of mind. Real-world results include faster issue resolution, clearer budgets, and trusted long-term partnerships.

Contact Us

1730 Park St STE 225,
Naperville, IL 60563, United States

1016 W Jackson Blvd PMB #444,
Chicago, IL 60607, United States
205 Michigan Ave Suite 810,
Chicago, IL 60601, United States

Sales

(855) 288-0344

Customer Support

(630) 236-6625

IT Services in Chicago

IT Services in Naperville

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630-428-0524

After-Hours Support

(331) 452-3553

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