Penetration Tester – Infrastructure, Red Team

Packetlabs

. Plan and execute infrastructure penetration testing engagements across on-premises, hybrid, cloud, wireless, and enterprise network environments .

Posted 11/9/2026full-timeRemote • CanadaMid-LevelSenior💰 CA$90,000 - CA$120,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in infrastructure penetration testing, including cloud environments and enterprise networking, while effectively communicating technical findings to diverse stakeholders. Proficient in offensive security methodologies and capable of leading red team engagements and adversary simulations.

Highest-signal resume keywords

Infrastructure Penetration TestingCloud Security AssessmentsActive Directory Security AssessmentsOffensive Security MethodologiesTechnical Writing and Communication

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Penetration TestingRed TeamingAdversary SimulationPrivilege EscalationLateral Movement TestingCloud Platforms AssessmentActive Directory AssessmentNetwork SecurityVulnerability ExploitationTechnical Reporting

Soft Skills

Excellent Communication SkillsCustomer-First MentalitySelf-MotivatedAdaptabilityHumility

Tools & Technologies

AWSMicrosoft AzureGoogle Cloud PlatformKubernetesCI/CD PipelinesOffensive Security ToolsVirtualization PlatformsMicrosoft Entra ID

Certifications & Qualifications

OSCPOSEPCRTOCRTECARTACREST CRTCREST CCTPNPTGPENGXPN

Industry Keywords

CybersecurityInformation TechnologyEnterprise NetworkingCloud SecurityIdentity ManagementOffensive SecurityPurple Team EngagementsTechnical DocumentationRisk AssessmentBusiness Impact Analysis

Tech Stack

Tools & technologies

AWSAzureCloudCyber SecurityGoogle Cloud PlatformKubernetesLinux

About the role

Key responsibilities & impact

Plan and execute infrastructure penetration testing engagements across on-premises, hybrid, cloud, wireless, and enterprise network environments
Perform internal and external network penetration testing to identify, validate, and exploit security vulnerabilities using manual testing methodologies and industry-standard offensive security tools
Assess Active Directory, Microsoft Entra ID (Azure AD), Windows and Linux environments, virtualization platforms, cloud services, and supporting infrastructure
Evaluate AWS, Microsoft Azure, and Google Cloud Platform environments for configuration weaknesses, privilege escalation opportunities, identity risks, and cloud security vulnerabilities
Assess containerized environments, Kubernetes platforms, CI/CD pipelines, and cloud-native technologies where applicable
Participate in and lead adversary simulation, red team, and objective-based security engagements
Execute offensive security operations across reconnaissance, initial access, persistence, privilege escalation, credential access, lateral movement, defense evasion, command and control, and objective execution
Support purple team engagements by validating detections, improving monitoring capabilities, and strengthening defensive controls
Develop and execute attack scenarios demonstrating realistic business impact while maintaining client system integrity
Prepare technical reports communicating vulnerabilities, attack paths, business impact, risk ratings, and remediation recommendations
Present assessment findings to technical teams, executive stakeholders, and client leadership
Provide technical guidance on remediation strategies, security architecture, and defensive improvements
Manage assigned engagements to achieve delivery quality, timelines, and client expectations
Contribute to testing methodologies, internal tooling, technical documentation, service offerings, research, automation, training, and knowledge-sharing
Collaborate with consulting teams to strengthen technical quality, consistency, and service delivery
Perform other duties as assigned

Requirements

What you’ll need

Bachelor's degree in Cybersecurity, Computer Science, Information Technology, or a related discipline; equivalent practical experience will be considered
Minimum of 3 years of professional experience performing infrastructure penetration testing, red teaming, adversary simulation, or offensive security consulting
Experience conducting penetration testing across enterprise infrastructure, including Windows, Linux, Active Directory, Microsoft Entra ID, cloud platforms, and enterprise networking
Experience performing internal and external network penetration testing, privilege escalation, Active Directory security assessments, and lateral movement testing
Experience assessing cloud environments, including AWS, Microsoft Azure, or Google Cloud Platform
Strong understanding of enterprise networking, authentication technologies, identity management, cloud security, and offensive security methodologies
Experience using industry-standard offensive security frameworks, tools, and tradecraft
Excellent technical writing, presentation, and communication skills, with the ability to communicate findings to both technical and executive stakeholders
Industry certifications such as OSCP, OSEP, CRTO, CRTE, CARTP, CARTA, CREST CRT, CREST CCT, PNPT, GPEN, GXPN, or equivalent are considered an asset
OSCP or equivalent demonstrated technical capability is strongly preferred
Experience participating in Red Team, Purple Team, adversary simulation, or threat emulation engagements is considered an asset
Customer-first mentality
Ability to adapt to rapidly changing environments
Self-motivated and dependable
Willingness to continuously learn and improve
Humility and lack of ego
Fully remote within Canada

Benefits

Comp & perks

Immediate and ongoing offensive security training, mentorship, and professional development
Competitive compensation and growth opportunity
GRRSP with corporate matching in Canada
Participation in corporate benefit plans within Canada
Flexible work environment
Fully remote within Canada