RiverTrail Technology Blog

During July and August, planned employee absenteeism reaches its annual peak as team members take well-deserved time off to enjoy the summer weather. For small and medium-sized businesses, operating with a skeleton crew introduces severe operational and security challenges that are difficult to manage with limited staff. The most pressing hazard during these months is the "only one person knows" problem, where critical system access, passwords, or vital administrative knowledge resides entirely with a single vacationing employee.

It is more than likely that, whether you realize it or not, your employees are using artificial intelligence tools to do their jobs.

They are using free, public tools like ChatGPT or Claude to draft client emails, clean up spreadsheet data, write marketing copy, or summarize long meeting notes. They aren't doing it to be malicious; they are doing it because they are busy, and these tools help them squeeze a little more precious time out of an already hectic day.

Nevertheless, there is a major problem with this trend: what we in the industry call "shadow AI."

As small and medium-sized businesses expand their remote work capabilities, the technical systems that once supported them must evolve. For many years, virtual private networks served as the standard tool to connect remote employees to physical office servers. However, relying on a legacy VPN is no longer a sustainable long-term strategy for growing organizations. Approximately 88 percent of companies report being concerned that traditional VPNs jeopardize their overall security posture.   

When your business expands, a legacy VPN will eventually fail to meet your operational, compliance, and security requirements. Understanding the technical limitations of this older framework and preparing for modern upgrades are critical steps for every growing business. 

We are right in the thick of summer vacation season. Over the next few weeks, your office is likely going to look a little sparse. Managers are taking well-deserved time off, key decision-makers are heading out of town, and daily operations are being left in the hands of smaller, temporary skeleton crews.

It’s a great time for your team to recharge, but it is also a prime operational window for cybercriminals. Scammers don't take summer vacations. In fact, they look forward to this time of year because they know the normal checks and balances of a local office are temporarily compromised.

For all that pop culture has done to cultivate the slick, cool loner persona of a hacker, it bears little relation to reality. In many cases, data theft is extremely corporatized. Frankly, it can be boring.

Unfortunately, this makes it no less dangerous. These cybercriminals are quiet and meticulous in their work, invisibly pulling your data out over the course of weeks or months. The worst part: if you don’t know what to look for, you could completely miss the subtle warning signs.