Penetration Tester

CGVantage; United States; On-site; USD 110,000 - 170,000; Full time

Job summary

CyberGuard Advantage is seeking an experienced Penetration Tester to lead and grow our Offensive Security practice. You will simulate real-world attacks across networks, apps, and cloud environments, delivering clear reports and guidance to clients.

Join a team of experts who mentor others, develop new testing methodologies, and collaborate with clients and sales teams. Remote role with travel to client sites across North America as needed.

Qualifications

• 3+ years in penetration testing or red teaming (network, web app, or mobile)
• 5+ years in IT or Information Security overall
• Deep knowledge of OWASP Top 10, vulnerability exploitation, and post-exploitation techniques
• Experience with security testing tools and scripting
• Familiarity with cloud environments (AWS, Azure, GCP) and secure configuration assessments
• Certifications such as OSCE, GXPN, GWAPT, or GMOB are highly valued

Responsibilities

• Conduct full-scope penetration testing on networks, applications, cloud environments, and APIs
• Simulate advanced adversary techniques to evaluate enterprise security posture
• Deliver detailed technical and executive reports that tell the story behind your findings
• Mentor and coach junior security testers and ethical hackers
• Collaborate directly with clients, helping them understand vulnerabilities and prioritize remediation
• Research and develop new testing methodologies, scripts, and tools for emerging technologies
• Partner with sales teams on scoping, pre-sales demos, and client workshops
• Occasionally travel to client sites across Canada for testing and assessments

Skills

Penetration testing

Red teaming

Cloud security

OWASP Top10

Security tooling

Certifications

Tools

Burp Suite

Metasploit

Cobalt Strike

Nmap

Wireshark

Custom scripts

Job description

Penetration Tester / Offensive Security Consultant

Location: Remote (US or Canada)

About Us

CyberGuard Advantage is a modern cybersecurity compliance and risk advisory firm backed by Atlantic Street Capital. We help organizations navigate complex privacy, compliance, and security landscapes- covering SOC, PCI, ISO, HITRUST, and more.

Control Gap, now part of CyberGuard Advantage, is Canada's leading PCI compliance and offensive security consultancy. Together, we deliver one of North America's most comprehensive cybersecurity and compliance platforms- helping Fortune 50 enterprises, financial institutions, and emerging tech companies safeguard their most critical assets.

About the Role

We're looking for an experienced Penetration Tester / Offensive Security Consultant to help build and lead our growing Offensive Security practice. You'll simulate real-world cyberattacks, identify weaknesses before the bad guys do, and help our clients strengthen their defenses.

If you're passionate about offensive security, thrive in complex technical environments, and want to work alongside some of the brightest minds in cybersecurity-this is your chance to make real impact.

What You'll Do

• Conduct full-scope penetration testing on networks, applications, cloud environments, and APIs


• Simulate advanced adversary techniques to evaluate enterprise security posture


• Deliver detailed technical and executive reports that tell the story behind your findings


• Mentor and coach junior security testers and ethical hackers


• Collaborate directly with clients, helping them understand vulnerabilities and prioritize remediation


• Research and develop new testing methodologies, scripts, and tools for emerging technologies


• Partner with sales teams on scoping, pre-sales demos, and client workshops


• Occasionally travel to client sites across Canada for testing and assessments

What You Bring

• 3+ years in penetration testing or red teaming (network, web app, or mobile)


• 5+ years in IT or Information Security overall


• Deep knowledge of OWASP Top 10, vulnerability exploitation, and post-exploitation techniques


• Experience with tools like Burp Suite, Metasploit, Cobalt Strike, Nmap, Wireshark, and custom scripts


• Familiarity with cloud environments (AWS, Azure, GCP) and secure configuration assessments


• Understanding of encryption, malware analysis, pivoting, or exploit development is a plus


• Certifications such as OSCE, GXPN, GWAPT, or GMOB are highly valued

Soft Skills That Set You Apart

• You're curious, analytical, and thrive under pressure


• Excellent communication-you can explain technical exploits to execs and engineers alike


• Organized, dependable, and passionate about helping clients stay one step ahead