Job Title

Company Description Techrupt Digital is a Cloud Automation and Security Partner focused on solving security and automation problems in the cloud. They help businesses automate and secure their IT Infrastructure in the cloud and on-premises. As a Microsoft-Certified Partner, they aim to help businesses reduce costs in cloud services while ensuring secure cloud infrastructure. Role Description This is a full-time hybrid role for an Offensive Security Professional at Techrupt Digital in Vancouver, BC. Lead offensive security assessments for clients across cloud, hybrid, and on-premises environments. Key Responsibilities Conduct comprehensive penetration testing (network, web app, cloud infrastructure) Execute red team exercises and APT simulations Perform Active Directory penetration testing and domain enumeration Design and implement C2 server infrastructure Utilize Metasploit, Cobalt Strike, and custom exploitation frameworks Assess On Prem Active Directory Microsoft 365, Azure AD, and Azure security services Develop technical reports and present findings to stakeholders Manage alert systems and incident response communications Required Qualifications OSCP (current and active) CEH (current) One additional: OSEP, CRTP, GCPN, GPEN, CISSP, or CISM Technical Skills 5+ years penetration testing experience 3+ years red team operations Expert in network scanning, AD security, and exploitation frameworks Proficient in Python, PowerShell, Bash Experience with Azure/AWS security assessments Strong knowledge of Windows/Linux security