Most business owners have a quiet suspicion that they’re paying too much for technology, but no real way to check. The bills are technical, the line items are vague, and questioning them feels like it requires knowledge you don’t have. So the invoices get paid and the suspicion sits there. You don’t need to be […]
Author Archives: Jeff Bolden
You’ve watched the service slip since your IT company got bought. You’ve given it a fair shot. Now you’re thinking about moving, and the only thing holding you back is the worry that switching will be a mess — contracts, data, downtime, the whole thing. It’s more doable than it looks. Here’s the practical version: […]
Here’s a quick test. Without calling anyone, can you answer these? Did your backups run successfully last night? Did every computer get its security updates this month? How many issues did your team report, and how fast were they resolved? If you don’t know, you’re not alone. Most business owners don’t. But that’s the point. […]
Small businesses are the most common ransomware target by volume of incidents, even though many small business owners assume hackers focus on larger organizations. A 22-person company has enough revenue to be worth attacking, no dedicated security team to defend it, and a publicly traceable footprint that takes about an hour to research. What follows […]
If you have a cyber insurance renewal coming up, the application is probably longer than the one you filled in last time. It’s also more specific. Each new question maps to a control that, if missing, allowed a major 2023 or 2024 claim to escalate. The wording reflects how carriers responded to losses they paid […]
Sometimes you get the email announcing the acquisition. Often you don’t. The deal happens quietly, the branding stays the same for a while, and all you notice is that something feels different. The people are new, the process is clunkier, and you can’t quite put your finger on why. There’s a good chance your IT […]
The number one reason businesses stay with an IT company they’ve outgrown isn’t loyalty. It’s fear of the switch. People imagine days of downtime, lost files, and a chaotic handoff where nobody knows the passwords, so they put it off for another year. And another. Here’s the reassuring truth: a switch done right is mostly […]
By the time an employee hands in their notice, the decisions that make their departure clean or messy have already been made. They were made in the first weeks of the person’s time with you, when nobody was paying close attention because the new hire had just arrived and there were a hundred other things […]
When a big firm buys your local IT company, the letter always reads the same way. More resources. Deeper bench. Enterprise-grade tools. Same great team. Some of that is even true. A bigger company can bring real advantages. But the letter never mentions the other side of the trade: the things that quietly get worse […]
A safe Microsoft Copilot rollout starts with a permissions audit, before you turn on a single trial license. Microsoft 365 Copilot pulls files, emails, and chats using each person’s existing Microsoft 365 permissions. In most tenants, those permissions reach further than anyone has actually mapped, because access piles up over years of projects, one-off sharing, […]