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Kelly Hansen

Kelly has spent more than 15 years helping businesses simplify complex technology environments, strengthen security, and build resilient infrastructure. Specializing in networking, cybersecurity, and operational strategy, he focuses on turning technical problems into practical business solutions.

51 articles

June 29, 2026

The Catwalk

IT strategy network diagnosis systems thinking The IT Dilemma The Phoenix Project

There is a moment in The Phoenix Project where a mentor takes a struggling IT leader above the factory floor and shows him the whole system at once. That image never left me. Because it is exactly what I do every time I walk into a business that is having problems.

June 29, 2026

The Flat Network Problem

flat network guest Wi-Fi network security network segmentation The IT Dilemma VLAN

When I connect to a customer's guest Wi-Fi as part of an assessment, I run a LAN scan to show them exactly what is visible to anyone who walks through the door. What shows up would surprise most business owners - and your guest Wi-Fi may be putting a stranger on the same road as your payroll server.

June 29, 2026

The Technician vs. The Architect

infrastructure design IT leadership IT strategy network cabling The IT Dilemma

When I walk into a business I do not start with the server room or the firewall. I look under the desks. One cable drop at every workstation tells me everything I need to know about how the technology was built - and who was asking the questions when they built it.

June 29, 2026

Why I Do What I Do

infrastructure IT career personal story The IT Dilemma why IT matters

People ask me sometimes why I do this. The honest answer is that I love it. Not just the problem-solving - the ritual of it, the precision of it, the quiet satisfaction of watching a business run the way it was built to run.

June 29, 2026

The 10-Minute Weekly IT Health Check

anomaly detection business continuity infrastructure monitoring IT health check The IT Dilemma weekly IT checklist

This checklist is built for anyone who has responsibility for technology - whether that is a Tier 1 tech, an accidental IT manager, a vCISO, or a business owner. Ten minutes. Four pillars. One question: does anything look wrong?

June 28, 2026

The Saturday Morning Test

business continuity disaster recovery incident response IT governance The IT Dilemma

It is Saturday morning. The systems are down. Nobody can log in. What happens next tells you everything about whether you actually have an incident response plan - or whether you just think you do.

June 28, 2026

The Accidental Custodian

accidental custodian cybersecurity culture file sharing security IT governance The IT Dilemma Workgroup permissions

If you are the person keeping the technology running while doing your actual job - thank you. You are the reason the business kept running. Now I need to tell you something hard: you should not be doing this job. And the longer you do, the more risk you are quietly building into the company you have worked so hard to protect.

June 28, 2026

Why AI Is Dangerous for Your Business – And Why You Cannot Live Without It

AI AI acceptable use policy ChatGPT data breach data loss prevention DLP shadow AI The IT Dilemma

Let me tell you what is happening in your business right now. Your employees are using AI. Not some of them. Not the tech-savvy ones. All of them. For everything they can think of. And mixed in with the lunch orders and trivia questions is your most sensitive business data.

June 28, 2026

The Policy the Hacker Is Looking For

cyber insurance document security network security ransomware The IT Dilemma

When ransomware hits, attackers do not guess at a ransom number. They read your email first. If your cyber insurance policy is anywhere in your digital environment, they know exactly how much to demand - because they know exactly how much your insurer is prepared to pay.