Senior Cybersecurity Content Engineer - Offensive

About the role

OffSec seeks a highly skilled and experienced Senior Cybersecurity Content Engineer to join our global team. This role demands deep cybersecurity expertise, hands-on lab development proficiency, and advanced technical content creation to drive the development of engaging, real-world online courses and certifications. As a senior team member, you will play a key role in shaping high-impact training content, leading complex projects, and mentoring content engineers.

Success in this role requires expert-level problem-solving skills, meticulous attention to detail, and the ability to manage multiple initiatives simultaneously and proactively. You will collaborate cross-functionally with teams across content, infrastructure, and engineering to ensure seamless integration of hands-on labs and training material. The ideal candidate has extensive experience with cybersecurity certifications and hands-on technical training as well as proficiency in learning design principles. You should be comfortable designing, testing, and refining virtual lab environments while working across a broad and deep range of cybersecurity topics.

Duties And Responsibilities

• Content Development
• Lead the design and development of advanced cybersecurity learning content, emphasizing real-world, hands-on experiences while ensuring accessibility across skill levels.
• Provide technical leadership and peer mentorship, reviewing and refining learning materials for clarity, accuracy, and alignment with learning objectives, incorporating stakeholder feedback and industry best practices.
• Drive cross-functional collaboration to ensure the seamless integration of hands-on labs, content updates, and learning material revisions, proactively identifying and addressing challenges in the development pipeline.
• Content Engineering
• Partner with content architects and oversee the development of complex cybersecurity training environments and simulations, utilizing virtual machines, cloud infrastructure, and automation tools to enhance the learner experience.
• Develop and refine detailed build guides for virtual machine environments, working closely with engineers to implement, test, and iteratively enhance labs for technical accuracy and seamless integration with learning platforms.
• Serve as a technical escalation point for troubleshooting lab integration and functionality issues, collaborating with infrastructure and platform teams to enhance stability, usability, and automation within training environments.
• Applied Technical Expertise
• Design highly realistic, scenario-based security challenges, integrating cutting-edge attack techniques and modern defensive strategies into immersive training environments.
• Lead content validation and quality assurance efforts, leveraging expertise in penetration testing, incident response, and digital forensics to refine technical accuracy and enhance learning impact.
• Continuously research and integrate emerging threats, vulnerabilities, and adversarial tactics into training content, ensuring learners remain prepared for evolving cybersecurity challenges.

Qualifications

• 7+ years of relevant industry experience in cybersecurity, VM creation, and content development, with a demonstrated ability to lead and mentor in these areas.
• Expert-level proficiency in Microsoft Azure and Active Directory attacks, including enumeration, privilege escalation, lateral movement, and persistence techniques.
• Strong programming skills in PowerShell, C#, and Python, with the ability to script and automate security-focused tasks.
• Proven experience in bypassing security solutions such as antivirus, application control, and EDR, with a deep understanding of modern detection and evasion techniques.
• Exceptional writing and communication skills, capable of articulating complex technical concepts with clarity for diverse audiences.
• Advanced research and analytical skills, including the ability to investigate emerging threats, validate attack techniques, and ensure real-world accuracy in training content.
• Significant understanding of content development principles, including learning design, assessment strategies, content production workflows, and quality assurance.
• Demonstrated leadership and project management abilities, including driving content initiatives, mentoring content engineers, and contributing to process improvements.
• Experience working in global, cross-functional teams, effectively collaborating across cultures, time zones, and disciplines.