At a Glance
- Tasks: Engage in real-world red team operations and develop your offensive security skills.
- Company: Join a forward-thinking team focused on adversary simulation.
- Benefits: Gain hands-on experience with mentorship from industry experts.
- Other info: Opportunity to work on exciting projects and grow your skillset.
- Why this job: Kickstart your red teaming career with structured support and real impact.
- Qualifications: Background in penetration testing and a passion for offensive security.
Ready to make the move into red teaming properly? You've been building your offensive security skills - maybe in penetration testing, maybe through personal research and labs - and you're ready for a role that lets you focus entirely on adversary simulation. This is that role. We're looking for someone early in their red team journey but serious about the craft. You'll work directly alongside an experienced Technical Director, get involved in real intelligence-led engagements, and develop the skills that actually matter in this discipline - not just ticking boxes on a framework.
What You'll be Doing:
- Supporting and contributing to end-to-end red team engagements across enterprise and hybrid environments.
- Contributing to attack path design and threat scenario planning.
- Hands-on technical delivery across Active Directory, Azure, M365, and cloud platforms.
- Supporting phishing and social engineering campaigns.
- Helping produce clear, accurate reporting that tells a real attacker story.
- Learning how engagements are scoped, structured, and presented to clients.
What We're Looking For:
- A background in penetration testing or offensive security, with a growing interest in red teaming specifically.
- Solid foundations in Active Directory and at least one cloud environment (Azure preferred).
- Someone who learns independently - reads research, follows threat actors, runs labs.
- Clear communication skills, written and verbal - you'll be client-facing.
- A genuine passion for offensive security, not just a job title change.
Nice to have:
- CRTO / CCRTS or working towards it - it'll carry real weight in this team.
- Any personal projects, blogs, tools, or CTF history that shows you're invested.
- Exposure to C2 frameworks or basic evasion techniques.
Why this role?
You'll get structured exposure to complex, intelligence-led red team work from day one - supported by a senior technical lead who wants to bring the right person on and develop them properly. If red teaming is where you want to build your career, this is a strong foundation.
Red Team Engineer in Basingstoke employer: Oscar Associates (UK) Limited
At Oscar Associates, we pride ourselves on being an excellent employer for aspiring Red Team Engineers. Our supportive work culture fosters continuous learning and development, allowing you to grow your skills in a collaborative environment while working on real-world adversary simulations. With structured mentorship from experienced professionals and opportunities to engage in cutting-edge projects, you'll find a rewarding career path that aligns with your passion for offensive security.
Contact Details:
Oscar Associates (UK) Limited Recruitment Team
