Security Analyst Penetration Testing

2 days ago

Johannesburg, Gauteng, South Africa The Legends Agency Full time R600 000 - R780 000 per year

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 of experience conducting penetration tests in real-world environments

  • Perform vulnerability assessments and manual penetration testing across networks, web apps, thick clients, mobile, wireless, and physical 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 of 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

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