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.