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Enterprise Managed IT Services

All-in managed IT with one vendor and one clear budget.

One point of contact backed by 80+ combined technical certifications stops vendor chasing.

All-in managed pricing controls IT surprises, with after hours support and no travel time fees.

Integrated cybersecurity reduces security gaps, with MDR and EDR included at no additional cost.

Onboarding that maps assets avoids unclear infrastructure risks by detailing vendors, access, and spending.

6-quarter IT roadmap helps you plan beyond daily fixes with dedicated account and technical managers.

Request a Quote for our Enterprise Managed IT Services

Trusted for Ongoing IT Management

Organizations rely on OSG for dependable support, planning, 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

What Enterprise Managed IT Services Include

Complete operational IT coverage

Enterprise managed IT support gives your team a single place to turn for daily issues, infrastructure concerns, vendor coordination, and long-term planning. Instead of losing time deciding who owns each problem, support is organized under one managed relationship.

Outsource Solutions Group covers hardware, software, data, processes, people, and strategy, giving your business clearer accountability and fewer coverage gaps across the systems that keep work moving.

Cybersecurity is built into managed services rather than treated as a separate add-on. Your environment receives practical protection across endpoints, monitoring, response, and risk reduction so security becomes part of daily IT management.

Coverage can include MDR and EDR, along with ongoing maintenance and proactive review. This helps reduce exposure, strengthen business continuity, and give leadership a clearer picture of technology risk without adding another vendor layer.

Every managed IT engagement begins with a thorough onboarding process designed to document the environment before recurring support begins. OSG reviews assets, network structure, access controls, vendors, maintenance tools, IT spending, and long-term needs.

This gives your business better visibility from day one. Support teams can troubleshoot with context, leadership can make more informed budget decisions, and recurring issues can be addressed with a stronger operational baseline.

Reliable IT support depends on consistent maintenance, not just reactive fixes. Proactive monitoring, patching, system reviews, and issue tracking help keep your infrastructure stable and easier to manage over time.

Outsource Solutions Group focuses on reducing recurring issues, improving response consistency, and protecting business continuity. The result is an IT environment that receives steady attention before small problems become larger operational interruptions.

Managed IT should make budgeting easier to explain and easier to control. All-in pricing gives your business a predictable structure for support, cybersecurity coverage, after hours support, and onsite visits without travel time fees for managed services customers.

This approach reduces surprise charges and helps leadership plan with confidence. A 100% money back guarantee and 90-day opt-out clause add another layer of accountability to the engagement.

Enterprise IT decisions need more than short-term troubleshooting. OSG supports strategic technology planning through dedicated account and technical managers, executive leadership access, and a 6-quarter IT strategic roadmap.

Your business gains a practical plan for upgrades, budgeting, security improvements, and infrastructure direction. This helps align technology investments with growth, operational priorities, and the systems your team depends on daily.

Our Partners

Proven IT Support Backed by Operational Depth

80+

Technical Certifications

108.25

Support Tickets Resolved Daily

23+ Yr

Experience

Streamline your operations with Enterprise Managed IT Services while maintaining full control over your IT management.

Simplify IT Management Without Losing Control

Enterprise managed IT should make your operation easier to run. Outsource Solutions Group gives you a single point of contact for support, infrastructure, cybersecurity, vendor coordination, and strategic technology planning.

All-in pricing helps you control monthly IT budgets while proactive monitoring, maintenance, and rapid issue resolution help reduce downtime and recurring problems.

Comprehensive overview of Enterprise Managed IT Services across your entire IT environment.

Coverage Across Your Entire IT Environment

Managed IT coverage is built around the systems your business depends on every day.

  • Hardware and software support
  • Network monitoring and maintenance
  • Cybersecurity coverage, including MDR and EDR
  • IT asset and vendor documentation
  • Strategic roadmap and budget planning

Build a More Dependable IT Operation

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

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A comprehensive overview of Enterprise Managed IT Services for a successful IT strategy.

A More Complete Start to Managed IT

Support starts with understanding your environment in detail. OSG’s onboarding process covers portal activation, infrastructure mapping, access control, vendor lists, maintenance software, IT spending review, and long-term planning.

That early clarity helps your systems get supported faster, your risks get identified sooner, and your IT decisions become easier to manage.

Frequently Asked Questions

Enterprise managed IT services cover all areas critical to your business operation, including hardware and software support, network monitoring, cybersecurity (with MDR and EDR), vendor coordination, and strategic technology planning. You receive ongoing support for infrastructure, proactive maintenance, and rapid issue resolution. This approach ensures your entire IT environment is managed under one clear budget, reducing complexity and keeping your systems dependable.

With enterprise managed IT services, your systems benefit from proactive monitoring, regular maintenance, and fast support for any issues. This leads to fewer recurring problems and less unexpected downtime. Your business gains a more stable IT environment, allowing you to focus on operations rather than troubleshooting technology interruptions.

The onboarding process is designed to fully map your IT environment from day one. Steps include:

  • Activating your client portal and documenting all IT assets
  • Mapping infrastructure, access controls, and vendor lists
  • Deploying maintenance software and reviewing current IT spending
  • Creating a long-term technology roadmap tailored to your business needs

This comprehensive approach ensures your unique requirements are understood and addressed immediately.

All-in pricing means your single monthly invoice covers every aspect of support, including after-hours help and on-site visits, without extra charges for travel time. Integrated cybersecurity is included at no additional cost. This allows you to control your IT budget with confidence, knowing there are no hidden fees or unexpected costs for urgent support.

You gain access to a team with over 80 technical certifications and decades of experience supporting diverse industries across Chicagoland. All services are managed in-house, so you have a single point of contact and no need to coordinate between vendors. The 100% money-back guarantee and 90-day opt-out clause provide peace of mind that your investment delivers results, plus your integrated cybersecurity and all-inclusive pricing set you up for long-term success.

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