
Security Analyst: Penetration Testing & Red Teaming Specialist
Push the boundaries of offensive security in a specialist cyber team
Gauteng (Hybrid) | R60,000 - R65,000 per month
About Our Client
Our client is a niche cybersecurity firm that lives and breathes offensive security. Operating in a technically elite environment, they partner with leading organisations to proactively identify, test, and close security gaps before real-world attackers strike.
You'll be part of a passionate team of red teamers and penetration testers, working on high-impact projects that demand creative thinking, technical depth, and a constant hunger for research and learning.
The Role: Security Analyst: Penetration Testing & Red Teaming Specialist
In this role, you'll perform hands-on penetration testing and advanced red team assessments across a wide spectrum of technologies and attack surfaces. Your mission is to simulate real-world threats, uncover exploitable vulnerabilities, and contribute to robust defensive strategies through well-documented insights and custom tooling. This is a dynamic position for someone who wants to challenge the norm, test limits, and make a direct impact in the cybersecurity landscape.
Key Responsibilities
2-5 years' experience conducting penetration tests in real-world environments
Engage directly with clients to deliver technical findings, insights, and remediation recommendations
Participate in red team operations using OSINT, social engineering, and physical compromise techniques
Develop and deploy custom payloads and C2 infrastructure to simulate adversarial behaviour
Refine and develop stealthy TTPs to evade detection and test defence readiness
Conduct research into new vulnerabilities and exploit development
Contribute to tool development and methodology refinement
Analyse threat actor behaviour to inform creative offensive and defensive strategies
About You
2-5 years' practical penetration testing experience (network, web, mobile, wireless)
Familiarity with tools like Burp Suite, Metasploit, Cobalt Strike, Kali Linux, etc.
Ability to approach problems creatively and think like an attacker
Clear and concise communicator (written and verbal)
Research-driven mindset with a desire to stay at the bleeding edge of security trends
High-performance orientation, thrives in technical, fast-paced environments
Self-motivated, curious, and committed to growth in red teaming and offensive security

Welcome to The Legends Agency!
We are a premier Employer of Record (EOR) partner dedicated to helping global businesses build and manage exceptional teams in South Africa.
Our comprehensive, full-service solutions empower organizations to navigate the complexities of local employment while ensuring compliance, efficiency, and cost-effectiveness.
At The Legends Agency, we specialize in connecting international companies with top talent in South Africa, streamlining the hiring process, and managing payroll, compliance, and benefits seamlessly.
Our commitment to excellence ensures that our clients can focus on their core business while we handle the intricacies of workforce management.
Whether you’re looking to expand your team or establish a presence in the region, we provide tailored solutions that meet your unique needs. Let us help you create a legendary team that drives success and innovation.
We can save you money on salaries and social premiums and provide you with skilled English-speaking talent.
Explore more about our services at www.the-legends-agency.com or Mail us for details anthony.kettle@the-legends-agency.com.