Jesse Roberts

Jesse Roberts

Jesse Roberts is SVP of Cybersecurity with Compass Cyber Guard. Jesse Roberts is an information technology & cybersecurity professional with over 20 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

How Much Does Penetration Testing Cost In 2025? Full Transparency

How Much Does Penetration Testing Cost

Penetration testing is no longer a “nice-to-have” service. For many organizations in 2025, 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 …

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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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Is Your Internal Pen Test Just a Glorified Vulnerability Scan?

Pen Test or Glorified Vulnerability Scan

Organizations today face an increasing number of internal threats—whether from malicious insiders, compromised credentials, or vulnerable systems exposed on the internal network. That’s why internal penetration testing has become a critical part of any mature cybersecurity program. Bu …

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Penetration Testing Phases: Steps in the Process

Penetration Testing Phases

As cyber threats continue to grow in complexity and frequency, the need for regular penetration testing has become more critical than ever for organizations aiming to safeguard their sensitive data and systems. A well-executed penetration test follows a structured process designed to …

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Lessons Learned from the CrowdStrike Tech Outage

CrowdStrike Building

The recent global outage caused by CrowdStrike's faulty update has highlighted crucial lessons for organizations worldwide. By examining the factors that led to this disruption and understanding how to mitigate similar risks, organizations can enhance their resilience and ensure conti …

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