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Chicago's Small Business Tech Experts

At Windy City Cyber, we champion the underdog, because that's who we are too. See how we help small businesses like yours.

Cybersecurity Essentials Ebook

Cybersecurity Essentials for Business Owners

Not sure if your business is protected? Get our free guide and find out in under 10 minutes.

SERVICES

360° Technology Coverage

We love technology and we love helping businesses succeed. From Managed IT Services to Cybersecurity, we've got you covered.

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Managed IT Services

Eliminate your tech debt with expert IT Managed Services. We handle your technology needs so you can focus on growth—offering unlimited support, proactive maintenance, and scalable solutions. Trust us to keep your systems running smoothly.

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Cybersecurity

We provide 24/7 threat monitoring, proactive defense strategies, and elegant solutions tailored to protect your data and systems. We ensure your business stays secure with our robust security measures, compliance support, and real-time threat detection.

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Mobile Devices

Keep your focus on delivering exceptional customer experiences while we handle the technical aspects of your tablet-based operations. Trust us to optimize efficiency and security in your storefront with our specialized mobile device management solutions.

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System Integrations

We provide customized solutions to seamlessly connect diverse systems and technologies, ensuring a unified and efficient operational environment. Once integrated, automations and AI agents can be tailored to your needs.

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Security Training

Empower your team with essential cybersecurity knowledge and threat awareness through tailored training solutions. Assess your preparedness with simulated phising attacks and social engineering campaigns.

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Backup & Compliance

Ensure your data is safe and operations compliant with our robust backup and documentation solution. Offsite backups and auditable documentation designed for PCI, SOC2, and other compliance needs.

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Instant Savings Estimate

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ABOUT ME

YOUR TECHNOLOGY PARTNER

Hey! 👋 I'm Brennan Walls

I spent the last half-decade building and managing the IT department for a seven-figure manufacturing company. I founded Windy City Cyber because I know there are other SMBs, Teams, and Entrepreneurs who need help to bridge the gap between what they want from their tech and their budget.

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Passionate About SMB

I enjoy how rewarding it is to work with smaller firms and companies who have fallen "out of love" with their technology and need a fresh perspective.

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A Maker at Heart

All my life I've wanted to build things and solve problems, so that's what I've gotten good at: innovative, cost-effective, and elegant solutions coupled with hard work.