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 FactsLocation: Remote Portugal (Optional monthly meetups: Lisbon, Av. da República 26)Employment Type: Full-time, PermanentExperience 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 ApplyApply here or contact our Recruitment Business Partner, Jenny Roberts for the full job spec and a confidential discussion.