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Resources by Brian Bennet

Brian is a Security Architect at CompassMSP and military combat veteran with 22 years of IT experience spanning the public sector, government contracting, managed services, and executive cybersecurity leadership. He has served as an Information Systems Security Manager for a global aerospace company—where he secured classified and unclassified assets under NISPOM, NIST, and ITAR frameworks and established a classified asset security program from conception through ATO—as well as a vCIO and CISO/vCISO, guiding organizations ranging from 10 to over 1,000 employees through security strategy, framework implementation, audits, and incident response engagements including ransomware events. Brian holds certifications from ISC2, Cisco, Microsoft, VMware, and CompTIA, and draws on his progression from hands-on engineering to the C-suite to drive meaningful security conversations.

Brian Bennet

Resources By Brian Bennet

Brian is a Security Architect at CompassMSP and military combat veteran with 22 years of IT experience spanning the public sector, government contracting, managed services, and executive cybersecurity leadership. He has ...

Articles

The M&A Cybersecurity Exposure: Why Acquisitions Put a Target on Your Back


M&A transactions pose significant cybersecurity risks. Discover how to protect your organization from potential breaches during critical integration periods.

Articles

10 Red Flags to Watch for When Evaluating a 24/7 SOC Provider (And How the Major MDR Vendors Stack Up)


Discover 10 critical red flags to identify when choosing a 24/7 SOC provider and see how top vendors measure up in today's high-stakes cybersecurity landscape.

Articles

The DFIR Gap: The Blind Spot Undermining Your Cyber Resilience


The "DFIR gap" represents a critical delay between initial threat detection and the forensic investigation required to understand and fully remediate a breach. To overcome this, or...

Videos

Video: Continuous Risk Reduction for IT Operations


Ryan Benson and Jim Ambrosini from CompassMSP present their cybersecurity solution that combines IT operations with security operations to address the DFIR gap in traditional SOC s...

Articles

The Hidden Cost of Skipping Compliance Gap Analysis


Discover the hidden costs of skipping a compliance gap analysis and how it impacts audits, fines, and business operations. Learn how to avoid audit failures and transform complianc...

Article

Zero Trust for Small Businesses: A Step-by-Step Guide for IT Directors


Discover how small businesses can implement zero trust security in manageable phases to enhance protection and streamline IT operations without overwhelming resources.

Guides & Checklists

A Practical Cybersecurity Budget Planning Guide for CFOs and COOs


Learn how to turn cybersecurity from a reactive expense into a strategic investment with this budgeting framework for CFOs and COOs.

Articles

The IT Director’s Definitive Cybersecurity Playbook for Small Businesses


An essential cybersecurity playbook for IT Directors in small businesses, offering practical strategies, training frameworks, and financial justifications to safeguard against mode...

Articles

Cybersecurity Trends Every IT Director Should Watch in 2026


Discover the essential cybersecurity trends for 2026 that every IT Director must know to protect their organization from evolving threats. Stay ahead with AI, zero-trust policies, ...

Articles

Don't Take the Bait: A Guide to Phishing


Email is still the top vector for cyber criminals, learn how to identify and protect yourself from phishing emails with practical examples and tips to keep your personal informatio...

Articles

6 Steps to Building a Sound Cybersecurity Strategy


Learn six practical steps to build a robust cybersecurity strategy and protect your small to mid-sized business from rising cyber threats.

Articles

What Is a Cyber Attack? Everything Business Leaders Need to Know


Learn what a cyber attack is and how it impacts SMBs. Discover prevention strategies to protect your business from data breaches and downtime.

Articles

The Role of Employee Training in Cybersecurity


Explore how employee training reduces cybersecurity risks and strengthens operational continuity. Learn key strategies to build a secure, aware workforce.

Articles

Cost of a Cyber Breach: A CEO’s Guide


Understand the high costs of cyber breaches for small to mid-size businesses and learn proactive steps to protect your business, reputation, and revenue.

Articles

The 3 Cybersecurity Blind Spots That Could Destroy Your Business


Identify and mitigate 3 critical cybersecurity blind spots—attack surface expansion, supply chain vulnerabilities, and Shadow AI—to protect your small business from cyberattacks.

Articles

Why Regular Software Updates Are One of the Most Effective Cybersecurity Controls


Protect your organization with regular software updates; understand their critical role in cybersecurity and how to efficiently manage patching to reduce risk.

Articles

What Every Small Business IT Director Needs to Know About Social Engineering Attacks


Discover what social engineering is, and what the most common types are. Learn how small business IT directors can combat social engineering attacks with effective strategies, tech...

Articles

Shadow AI: How Unmonitored Tools Bypass Security and Enter Your Business


Learn how unmonitored AI tools threaten data security and compliance, and discover strategic steps to transform this risk into a competitive advantage for your business.

Articles

The CFO & COO's Guide to Cyber Insurance: Turn a $3M Catastrophe into a $30k Budget Line


Learn how cyber insurance can transform a potential $3M cyber disaster into a manageable $30k budget line for small to mid-sized businesses.

Articles

The Human Element in Cyberthreat Detection: Build a Cyber-Aware Culture


Build a cyber-aware culture to detect cyberthreats. Empower your team with detection training to protect your organization. Join our Webinar to learn more.

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