Business Email Compromise: How One Email Cost $37 Million
Welcome to Cyber Horror Stories, our new series (just in time for spooky season). Four true disasters, told campfire-style, each one ending with the fix that would have stopped it cold. First up: the email that looked exactly right. Picture this: it’s August 2019, inside the European finance office of Toyota Boshoku, one of Toyota’s……
Q4 IT Budget Checklist for Florida Businesses: Windows 10 Costs and Tax Deadlines
Florida IT Files, Part 4. This year, Q4 budgeting comes with two deadlines that are not up for debate. Most Q4 IT planning is a formality: someone glances at last year’s number, adds ten percent, and moves on. This year is different. Windows 10’s Extended Security Updates jump from $61 to $122 per device the……
Ask a vCIO: “Do We Actually Need Cyber Insurance?”
Part 3 of Ask a vCIO, our series answering real questions clients bring to the table. This time: the question nobody wants to think about until it’s too late to ask. The first two questions in this series were about spending money proactively, but this one is about what happens if you don’t. “Do We……
IT Professionals Day: The Job in Three Words
Today is National IT Professionals Day, which lands on the third Tuesday of September every year. Last year we wrote about what great IT support looks like, but this year we decided to skip the speech and go straight to the source. We asked our team one question: describe your job in three words. Three……
New State, Old IT Setup: What Florida Businesses Get Wrong on Day One
Florida IT Files, Part 3. Florida led the nation in new business formation last year…but most of those businesses brought an IT plan built for somewhere else. Florida led the country in new business formation in 2025, about 698,000 businesses launched here, more than California, Texas, or any other state. A 2026 WalletHub study ranked……
Your August 2026 Data Breach Roundup
August’s biggest story was not about how fast attackers moved. It was about how long it took anyone to notice. August’s defining story was not about a sophisticated attack. It was about a breach that happened in March, quietly grew from 345,000 victims to 3.75 million, and only landed in patient mailboxes five months later…….
Ask a vCIO: “Nothing’s Broken. Why Fix It?”
Part 2 of Ask a vCIO, our series answering real questions clients bring to the table. This time: the question that keeps businesses standing still. Cost is the first objection. This is the second, and it might be the harder one to answer, because on the surface, it sounds reasonable. “Nothing’s Actually Broken. Why Bring……
Fall Enrollment, Fall Exposure: Florida’s Back-to-School Security Gap
Florida IT Files, Part 2. Every fall brings a wave of new hires, new logins, and a security gap almost nobody is watching. Earlier this year, a breach of the Canvas learning platform exposed names, emails, and student ID numbers tied to millions of people nationwide. The list of affected schools reads like a map……
Ask a vCIO: “Isn’t It Cheaper to Just Hire a CIO?”
Part 1 of Ask a vCIO, our new series answering real questions clients bring to the table. First up: the one about money. Nearly every conversation about outsourced IT strategy starts the same way, with someone doing math in their head about whether they should just hire for this instead. It is a fair question,……
Is the HIPAA Security Rule Overhaul Still Coming? Here’s the New Timeline
A year of extra runway sounds like good news….but for most practices, it just means the deadline moved, not the risk. If your practice has been bracing for a major HIPAA shakeup this year, you can exhale, a little. HHS quietly moved the target date for finalizing its Security Rule overhaul from May 2026 to……
