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đź”’ Your Security, Our Priority.

Empowering SMB with Enterprise IT Solutions

At Windy City Cyber, we’re transforming how businesses experience IT and managed security. We specialize in delivering enterprise-grade solutions tailored for every business—big or small. We ensure your technology works seamlessly with a relentless focus on exceptional customer support, so you can focus on what matters most: growing your business.


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OUR PARTNERS

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MANAGED SECURITY

A Complete Cyber Platform

We combine remote monitoring, endpoint protection, and real-time human threat response to keep your business safe around the clock.

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Always-On Protection

Cyber attacks don’t keep office hours, so neither should your security. We've partnered with a 24/7 Security Operations Center to provide an always-on solution that minimizes downtime and business disruptions.

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Centralized Visibility

Having centralized oversight streamlines incident response, patch deployment, and system updates—making it easier to enforce consistent security policies.

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Human Intelligence

Automation alone can miss complex, evolving threats. Pairing machine learning with expert human judgment significantly reduces false positives and ensures high-priority alerts are handled promptly.

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Rapid Incident Response

Fast containment is crucial to preventing lateral spread and minimizing financial or reputational damage.

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Streamlined Compliance

Proving compliance (SOC, PCI, HIPAA, etc.) is simpler when you have consistent, automated reporting and a documented chain of response.

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Automatic, Tested Backups

Our backup solution stores your critical data securely, and tests restoring regularly, ensuring your data is available in the event of a ransomware attack, or system failure.

ABOUT ME

YOUR TECHNOLOGY PARTNER

Hey! đź‘‹ I'm Brennan Walls

I believe IT is fundamentally a customer service business where technology is just one part of the equation. I’m dedicated to delivering outstanding experiences at every interaction while providing you with a secure platform for your business.

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Holistic Approach

I don’t just fix problems—I proactively secure systems while ensuring clients feel supported and informed every step of the way.

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Loyalty Through Exceptional Care

Technical solutions are only effective when users feel valued and understood, creating trusting, long-term customer relationships.

🤝 A Strategic Solution for your SMB

Robust, Future-Proof Cybersecurity

We build secure systems aligned with SOC 2 principles. Our "least privilege" approach minimizes risk and protects your critical data, ensuring Security and Confidentiality. Continuous monitoring guarantees Availability while robust processes ensure Processing Integrity. We prioritize user Privacy through strict data controls and transparent policies.


Rely on my expertise to build a secure foundation, keep up-to-date with global standards, and safeguard your organization’s data around the clock. I will partner with you as your vCIO to develop a security strategy that evolves with emerging threats—so your company is always postured to defend against the next one.

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ADDITIONAL SERVICES

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Transform your Workforce into Cyber-Defenders

In today’s fast-paced digital world, employees are the first line of defense against cyber threats. Security Awareness Training equips your team with the knowledge and habits they need to spot suspicious emails, avoid malicious links, and recognize social engineering attempts.

Our interactive training programs don’t just dump information—they engage employees with real-world scenarios and hands-on simulations. From video modules to phishing tests and quizzes, each session is designed to reinforce key security principles in a memorable way. Your staff will learn how to responsibly handle sensitive data, manage passwords, and report potential threats. The result? A stronger security culture that keeps pace with evolving risks.

PRICING TIERS

Plan Your IT Budget

The displayed prices represent examples of the various levels of support we offer to help you estimate your IT budget. Actual costs may vary depending on your business's specific needs.

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$ 89.99/user

Start-Up Security

  • Client Profile: A newly launched startup leveraging SaaS tools, focused on avoiding security challenges that could hinder future growth.
  • Challenges: Limited budget and resources. They want to build a scalabe security foundation without unneeded overhead during this phase.
  • Solutions Deployed:
    • âś… Managed Security Platform
    • âś… Pay-As-You-Go Support
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$ 159.99/user

Professional Security

  • Client Profile: A fast-growing SaaS company running its application stack in Azure with a remote work environment.
  • Challenges: Needs to maintain SOC 2 controls while scaling quickly, all without a large internal security team.
  • Solutions Deployed:
    • âś… Managed Security Platform
    • âś… Unlimited Remote Support
    • âś… Identity Threat Detection & Response
    • âś… Security Awareness Training

$ 249.99/user

Enterprise Security

  • Client Profile: A small-to-medium manufacturing business running critical operations from an on-site data center.
  • Challenges: Needs reliable security for their on-premises infrastructure, alongside regular on-site support to handle hardware maintenance and operational needs.
  • Solutions Deployed:
    • âś… Managed Security Platform
    • âś… Unlimited Remote Support
    • âś… Scheduled On-Site Support
    • âś… Identity Threat Detection & Response
    • âś… Security Awareness Training
    • âś… Security Information and Event Management

Billed monthly. Final price subject to site assessment.

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OUR FAQS

Frequently Asked Questions

Know More

It's similar to an all-you-can-eat buffet: You have Unlimited Support for anything that’s covered in your Agreement's Inclusion List.

NEWS & BLOGS

Latest News & Blogs

Explore actionable tips, industry updates, and cybersecurity best practices designed to help protect your business and optimize your IT strategy.