Senior Penetration Tester

winmill software Mexico City Metropolitan Area
Remote
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AI Summary

Join our cybersecurity practice as a Senior Penetration Tester to lead high-impact security assessments and deliver actionable insights. Conduct penetration testing, simulate real-world attacks, and develop custom tools. You'll work with clients to strengthen their security posture and communicate complex technical findings to different audiences.

Key Highlights
Lead high-impact security assessments
Conduct penetration testing
Develop custom tools
Key Responsibilities
Conduct Penetration Testing
Simulate Real-World Attacks
Exploit & Validate Findings
Develop Tools & Scripts
Deliver High-Quality Reports
Assess Security Architecture
Support Engagement Scoping
Stay Ahead of Threats
Technical Skills Required
Burp Suite Nmap Metasploit Wireshark OWASP ZAP Kali Linux Python Perl Ruby Bash
Benefits & Perks
USD Salary Compensation
100% Remote Work
Exciting, Diverse Projects
Career Growth Opportunities
Supportive & Agile Team Environment
Nice to Have
Experience participating in CTFs, bug bounties, or security competitions
Familiarity with reverse engineering, source code review, or malware analysis

Job Description


We are looking for a Senior Penetration Tester to join our cybersecurity practice and lead high-impact security assessments across web, mobile, and network environments. In this role, you will simulate real-world attacks, uncover critical vulnerabilities, and deliver actionable insights that help clients strengthen their security posture.

Your work will go beyond automated scans—you’ll think like an attacker, chaining vulnerabilities, developing custom tools, and executing advanced exploitation techniques. You’ll also play a key role in client communication, translating technical findings into clear business risks for both technical and executive audiences.

If you’re passionate about offensive security, thrive on complex challenges, and enjoy pushing the boundaries of ethical hacking, this role is for you.

HOW WE WORK

We are a remote-first, cross-functional team focused on building high-quality software through collaboration, agility, and innovation. Our development approach emphasizes:
✅ Daily commits to ensure rapid iteration and continuous improvement.
✅ Autonomous problem-solving, with a bias toward action.
✅ Honest and constructive feedback, fostering a culture of learning.
✅ Agile methodology, with short, incremental development cycles.

WHO YOU ARE

You think like an attacker but act with integrity and responsibility.
You enjoy breaking systems to make them stronger.
You’re curious, constantly learning, and staying ahead of emerging threats.
You’re comfortable communicating complex technical findings to different audiences.
You’re detail-oriented but able to see the bigger security picture.
You thrive in autonomy but collaborate effectively with cross-functional teams.

WHAT WE OFFER

💰 USD Salary Compensation
🌍 100% Remote Work – Work from anywhere!
📈 Exciting, Diverse Projects – Work across industries and security domains.
🚀 Career Growth Opportunities – Expand into advanced offensive security and research.
🤝 Supportive & Agile Team Environment – Collaborate with experienced engineers and security professionals.
👊👊 Team Building Activities – Join a community that values connection and collaboration.

WHAT YOU’LL DO

Conduct Penetration Testing – Perform web, mobile, and network penetration testing using both manual and automated techniques.
Simulate Real-World Attacks – Execute blended and chained attack scenarios to uncover complex vulnerabilities.
Exploit & Validate Findings – Identify, exploit, and demonstrate real-world risk to client environments.
Develop Tools & Scripts – Create custom scripts, tools, or methodologies to enhance testing processes.
Deliver High-Quality Reports – Produce clear, comprehensive reports for both technical and executive audiences, including remediation guidance.
Assess Security Architecture – Evaluate systems across all layers to identify design and implementation flaws.
Support Engagement Scoping – Assist in defining scope and approach for prospective security engagements.
Stay Ahead of Threats – Continuously research emerging vulnerabilities, tools, and attack techniques.

WHAT YOU BRING

✅ 4–7+ years of experience in Penetration Testing and Security Assessments.
✅ Bachelor’s degree in Computer Science, Information Security, or related field (or equivalent experience).
✅ Certifications such as OSCP, OSCE, GIAC, or Pentest+ (strongly preferred).
✅ Proven experience across web, mobile, and network penetration testing.
✅ Strong knowledge of security tools (e.g., Burp Suite, Nmap, Metasploit, Wireshark, OWASP ZAP, Kali Linux, etc.).
✅ Experience with scripting or automation (Python, Perl, Ruby, or Bash).
✅ Ability to develop or modify exploits, tools, or shellcode.
✅ Solid understanding of networking, protocols, and application architectures.
✅ Experience with static and dynamic analysis methodologies.
✅ Familiarity with reverse engineering, source code review, or malware analysis (preferred).
✅ Experience participating in CTFs, bug bounties, or security competitions (nice to have).
✅ Ability to chain vulnerabilities and demonstrate real-world risk through post-exploitation.
✅ Strong written and verbal communication skills in English (C1–C2).

READY TO APPLY?

If you’re a Senior Penetration Tester ready to take on complex security challenges and make a real impact by strengthening systems from the inside out, we’d love to hear from you. Apply now and help us build more secure digital environments 🚀.


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