5 Critical POS Challenges Businesses Face in 2026

Working in IT, we see the behind-the-scenes of dozens of businesses. To many, a Point of Sale (POS) system is often viewed as just a digital cash register. It’s actually the central nervous system of a modern business. When it works, it is invisible; when it fails, the entire operation grinds to a halt. As we move through 2026, the complexity of these systems has reached an all-time high. Here are five of the biggest challenges we see businesses facing today from an IT perspective.

3 Seconds to Save Your Business from a Hack

The greatest vulnerability in your business’ network security actually has nothing to do at all with the systems in place. It’s actually your employees who will ultimately put your company at risk. Hackers rely on the fact that your team is busy, stressed, and trying to be helpful, and this helps hackers engineer moments where employees will click first and ask questions later, much to your business’ detriment.

The Patching Gap is a Competitive Weakness: Rethinking Security for the AI Era

With AI now being used by adversaries to reverse-engineer patches and generate exploits in hours rather than weeks, our old Patch Tuesday rhythm is essentially an open invitation to hackers. The truth is, the patching gap is a competitive weakness. If we want to protect our organizations without drowning our teams in manual toil, we have to stop treating patching as a checklist and start treating it as a dynamic, intelligent discipline. Here is how we’re rethinking the vulnerability situation.

What Does Your Cybersecurity Training Need to Include?

As we stand on the threshold of a new year, it’s worth noting that the term “cybersecurity” didn’t even enter the common lexicon until the late 1980s. Before that, we just called it “computer security”—mostly involving locking the server room door and hoping nobody guessed the password was “admin.” Fast forward to today, and the game has changed entirely. “Hoping for the best” is no longer a viable business plan. As you prep your resolutions, it’s time to hit the ground running with a cybersecurity posture that is as modern as the threats we face—a goal that will require training for your entire team.