IT Strategy That Works
I help small businesses in Chicagoland stop reacting to tech problems and start building resilient, secure, and scalable IT infrastructure — with a personal touch no big MSP can match.
Why OloIT
The MSP advantage, without the MSP bureaucracy
You get a dedicated expert — not a tier-1 help desk ticket — who knows your business inside and out.
Fast Response
Under 2-hour response on critical issues. Because when your business is down, every minute costs money.
Security-First
Every recommendation starts with security. HIPAA, NIST, and PCI compliance built in — not bolted on.
Transparent Pricing
Flat-rate packages. No surprises, no hidden fees. You know exactly what you pay before work starts.
Expert Advisory
Not just break-fix support. Strategic guidance from a seasoned consultant who understands your business goals.
What I Do
Services built for small business
Four core disciplines — each one delivered with the strategic depth that sets OloIT apart from break-fix shops.
IT Consulting
Strategy before technology
Technology decisions without a clear strategy are expensive mistakes. I help you build an IT roadmap aligned with your business goals — from vendor selection to digital transformation planning.
Learn moreManaged Support
Your IT team, on demand
Responsive helpdesk and proactive monitoring so you can focus on your business. From user onboarding to server maintenance, I keep your systems running smoothly.
Learn moreSecurity & Compliance
Risk-managed, audit-ready
Cyber threats and compliance requirements don't wait. I implement security frameworks and help you achieve and maintain compliance with HIPAA, NIST, and PCI DSS.
Learn moreCloud & Infrastructure
Modern infrastructure, right-sized
Cloud, hybrid setups, and infrastructure modernization. Whether you're moving to Microsoft 365 or standing up a few computers — I design, migrate, and manage it.
Learn moreThe Process
How we work together
A simple, proven engagement model that delivers results without the complexity.
Assess
Understand before recommending
We start with a no-pressure consultation. I learn your business, audit your current tech stack, and identify gaps, risks, and opportunities — before any solution is discussed.
Plan
Strategy before execution
You get a clear roadmap — prioritized recommendations, cost projections, and timelines. No jargon, no vendor lock-in pressure. Just an honest plan that fits your budget and goals.
Execute & Support
Implement, then stay
I handle implementation and stay on as your ongoing IT partner. Regular check-ins, proactive monitoring, and strategic reviews keep your systems aligned as your business grows.
Start with a free 30-minute consultation
No commitment, no pitch. Just an honest conversation about your IT challenges.
Ready to stop reacting and start strategizing?
One conversation can change how your business thinks about technology. Let's find out what's possible.
Schedule Your Free Consultation