Doctor on the phone while working on a laptop in a medical office

HIPAA Fines Aren’t Capped at What You’d Guess. Here’s What a Breach Actually Costs a Small Practice

Posted on October 28, 2026October 26, 2026 by Robert Borges

Photo by Vitaly Gariev on Unsplash A lot of small healthcare practices carry a quiet assumption: HIPAA enforcement is for hospital systems and big insurers, not a four-provider practice in a strip mall. The penalty structure doesn’t make that distinction, and neither do the costs that pile up long before any fine is assessed. Small Read more about HIPAA Fines Aren’t Capped at What You’d Guess. Here’s What a Breach Actually Costs a Small Practice[…]

Financial advisory team meeting to review compliance planning

Regulators Don’t Accept “Our IT Guy Handles It” as a Compliance Answer Anymore

Posted on October 26, 2026October 26, 2026 by Robert Borges

Photo by Vitaly Gariev on Unsplash If your firm is a registered investment adviser, broker-dealer or other covered financial institution, the SEC’s amended Regulation S-P is no longer something on the horizon. Larger firms had to comply by December 2025. Smaller investment advisers, those with less than $1.5 billion in assets under management, had until Read more about Regulators Don’t Accept “Our IT Guy Handles It” as a Compliance Answer Anymore[…]

Abstract illustration of an aging computer system facing a security support deadline

Nearly a Third of Business PCs Are Still Running Windows 10. The Price of Waiting Just Went Up.

Posted on October 5, 2026October 26, 2026 by Robert Borges

Windows 10’s Extended Security Updates program enters year two on October 13, with pricing doubling. Here’s what Massachusetts businesses need to decide now.

Two business people shaking hands representing vendor partnership and third-party risk

Nearly a Third of Data Breaches Now Start With a Vendor. Here’s How to Get Ahead of Yours.

Posted on September 24, 2026October 26, 2026 by Robert Borges

About 30% of breaches now involve a third-party vendor. Here’s how Massachusetts businesses can build a vendor risk review that actually catches problems.

Data center network cables representing internal visibility and insider threat monitoring

September Is Insider Threat Awareness Month. Is Your Business Actually Watching?

Posted on September 10, 2026September 6, 2026 by Robert Borges

Insider incidents now cost businesses $2.7 million on average. This Insider Threat Awareness Month, here’s what Massachusetts SMBs should check first.

Security and privacy status dashboard representing cyber insurance control verification

Cyber Insurance Just Got Harder to Renew. Here’s What Insurers Are Actually Verifying

Posted on August 31, 2026August 26, 2026 by Robert Borges

Cyber insurers are running automated scans on applicants before renewal, not just reading questionnaires. Here’s what SMBs need verified and working before their next policy comes up.

Abstract blue and black digital network pattern representing shadow AI and data security risk

Shadow AI Is Already Inside Your Business. Here’s What to Do About It

Posted on August 30, 2026August 27, 2026 by Robert Borges

64% of SMB employees now use unauthorized AI tools at work. Here’s what shadow AI risk actually looks like, and how Cloud9 helps you get ahead of it.