Medior Penetration Tester

Join the Randstad Global Offensive Security Team as a Pentester (Offensive Security Specialist). You will secure our global tech ecosystem by performing 100+ annual whitebox penetration tests and 30+ adversary simulations across cloud, AI, web applications, and Windows Active Directory networks. We offer a full hacking playground, dedicated side-project ownership, complete remote flexibility in Portugal, and direct career progression to Senior Technical Specialist or Purple Team Lead.

What Are the Key Job Details?

Key Facts

Location: Remote Portugal (Optional monthly meetups: Lisbon, Av. da República 26)

Employment Type: Full-time, Permanent

Experience Required: Medior (3–4 years relevant experience; self-taught background welcome)

Why Work as a Pentester at Randstad?

At Randstad, an equitable talent company, we put people at the heart of technology. You get direct access to our full production tech stack—no third-party vendors or restricted internal scope. You will partner directly with global developers and infrastructure teams to remediate vulnerabilities before new products go live.

- Creative Autonomy: Freedom to approach complex security challenges your way with zero micromanagement. - Skill Expansion: Flex between whitebox assessments, code auditing, and adversary simulations. - Dedicated Growth Budget: Paid training, Hack The Box licenses, and clear paths to senior roles.

What Are the Primary Job Responsibilities?

- Perform whitebox penetration testing on global web applications, AI models, and cloud infrastructure. - Execute adversary simulations assuming a post-breach environment across Windows Active Directory networks. - Conduct source code analysis and secure code reviews to identify logic flaws and common OWASP vulnerabilities. - Provide actionable remediation guidance and collaborate directly with international development teams. - Own technical side-projects and contribute open-source tools to our internal offensive security toolkit.

What Skills and Qualifications Are Required?

- Experience: 3–4 years of practical offensive security, pentesting, or ethical hacking experience. - Code Literacy: Ability to read, audit, and understand application code snippets across standard languages. - Core Fundamentals: Solid foundation in Active Directory, network protocols, operating systems (Windows & Linux), and OWASP Top 10. - Mindset: An authentic hacker mindset, curiosity, and high agility to learn complex architectures rapidly. - Communication: Fluent English skills with the ability to explain technical concepts to developers and non-technical stakeholders alike.

What compensation and career growth benefits are offered?

We offer a transparent pay-for-performance culture designed to reward strategic impact:

- Financial Rewards: Competitive base salary accompanied by performance-driven variable pay and entry into the Employee Share Purchase Plan. - Work-Life Balance: Flexible remote work options. - Professional Development: Structured mentorship, direct exposure to executive leadership, and long-term career growth across a global corporate environment.

How to Apply

Apply here or contact our Recruitment Business Partner, Jenny Roberts for the full job spec and a confidential discussion.