Jesse Roberts

Jesse Roberts

Jesse Roberts is SVP of Cybersecurity with Compass Cyber Guard. Jesse Roberts is an information technology & cybersecurity professional with over 25 years of experience in the field. He is a former professor of Network Engineering & Cyber Security at the New England Institute of Technology. Jesse holds multiple industry level certifications & has been invited to speak at events across the country. His presentations often include real-time live hacking demonstrations. He has also mentored students at various local schools and colleges through cybersecurity clubs over the years. In his role with Compass Cyber Guard, Jesse leads the organization's IT Security, Digital Forensics, and Incident Response teams. He is responsible for implementing innovative techniques and strategies to drive growth and improvement in these areas.

Posts by Jesse Roberts

We Let AI Run a Penetration Test. Here's What It Got Wrong.

We Let AI Run a Penetration Test. Here's What It Got Wrong.

AI is transforming cybersecurity. From threat detection to vulnerability scanning, organizations are racing to integrate artificial intelligence into their security programs. And for good reason. AI tools can scan faster, cover more ground, and work around the clock without fatigue. B …

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How Much Does a Penetration Test Cost for a Small Business?

Small Business Penetration Test

If your small business is considering a penetration test, it’s a smart move. A proper test gives you insight into how an attacker could exploit your systems and provides actionable findings that help you protect your business’s reputation, operations, and customer data. At the same ti …

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How the Managed Risk Operations Center (mROC) Transforms Cybersecurity

How the Managed Risk Operations Center (mROC) Transforms Cybersecurity

Cybersecurity today is more complex than ever. Enterprises face a constant barrage of evolving threats, regulatory requirements, and operational risks, each managed by different teams and tools. The result is often a fragmented approach to security where information is siloed, priorit …

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How Much Does Penetration Testing Cost In 2026? Full Transparency

How Much Does Penetration Testing Cost

Penetration testing is no longer a “nice-to-have” service. For many organizations, it’s a vital part of maintaining security, meeting compliance requirements, and demonstrating due diligence to leadership, customers, and regulators. But despite its growing importance, many IT and secu …

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The Hidden Risks of User-Installed Apps in Microsoft 365

Compromised Microsoft 365 Apps

The Microsoft 365 platform offers unparalleled flexibility, enabling users to collaborate, share, and automate workflows through an expansive catalog of third-party and custom-developed applications. But that convenience comes with a cost.

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Misconfigured Microsoft 365: A Growing Threat Surface

Misconfigured Microsoft 365

Microsoft 365 has become the backbone of modern business productivity. From Exchange Online and Teams to SharePoint, Power Apps, and Power Pages, its integrated services allow organizations to collaborate at scale. But with convenience comes complexity—and with complexity, misconfigur …

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