TECH TUESDAY

Most small business owners did not hear about what happened on the evening of June 12th. They were not following AI industry news. They were running their businesses. But what happened that Friday night is directly relevant to every business that uses AI tools, is considering using AI tools, or employs staff who are using AI tools whether or not anyone authorized them to. At 5:21 PM ET on June 12, 2026, the U.S. Commerce Department sent a letter to Anthropic's CEO requiring t

Most small business owners will never know how close they came. The attack that could have ended their business arrived, found nothing easy to exploit, and moved on to a softer target. That outcome is not luck. It is the product of a decision made long before the attack arrived: the decision to have the right partner in place. The businesses that absorb a cyber incident and continue operating are not the ones that never get hit. They are the ones that had the right partner, t

If you receive this newsletter, you already have something that most small businesses do not: a technology partner who does not take summers off. That distinction matters more than it might appear, because the data on what happens to businesses without managed IT support during the summer months is stark, well-documented, and entirely preventable. As a Roark client, you sit outside that risk profile. But the businesses around you, your vendors, your clients and your professio