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Offensive Cybersecurity Penetration Tester

The Trust and Integrity Protection (TrIP) team supports the company’s overall security and privacy mission by providing key security services that help protect systems, services, data.Are you passionate about identifying security vulnerabilities and risks in enterprise-scale systems with specific focus on Artificial Intelligence (AI)? Do you want the challenge of conducting penetration tests against some of the world’s most cutting-edge technology implementations? Are you a red teamer and interested in AI and excited about technology like Generative Pretrained Transformer 4 (GPT4)? Do you want to find and exploit security vulnerabilities in Microsoft’s largest AI systems impacting millions of users?The TrIP Offensive Cyber Security Team is an interdisciplinary group of internal penetration testing and offensive security team, tasked with identifying security flaws across the entire Microsoft Customer and Partner Solutions (MCAPS) technology estate.We are looking for an Offensive Cybersecurity Penetration Tester to help make AI security better.Microsoft’s mission is to empower every person and every organization on the planet to achieve more. As employees we come together with a growth mindset, innovate to empower others, and collaborate to realize our shared goals. Each day we build on our values of respect, integrity, and accountability to create a culture of inclusion where everyone can thrive at work and beyond.• *Responsibilities**+ Discover and exploit vulnerabilities end-to-end in order to assess the security of AI systems.+ Execute offensive operations on production AI systems using real world adversarial tactics and techniques to identify failures.+ Develop tools and techniques to scale and accelerate offensive emulation and vulnerability discovery specific for AI systems.+ Collaborate with teams to influence measurement and mitigations of these vulnerabilities in AI systems.+ Research new and emerging threats to inform the organization including prompt injection, improve red teaming efficacy and accuracy, and stay relevant.+ As an AI Penetration Tester for TrIP’s Offensive Cybersecurity Team, you will discover and exploit vulnerabilities end-to-end in order to assess the security of AI systems.+ Execute Penetration Testing operations on production AI systems using real world adversarial tactics and techniques to identify failures.+ The candidate who is well-suited for this role will possess solid technical skills, coupled with a passion for identifying security flaws and developing innovative solutions.+ Develop tools and techniques to scale and accelerate offensive emulation and vulnerability discovery specific for AI systems.+ Perform research to stay current with penetration testing tools, methodologies, tactics, and mitigations.+ Develop, operationalize and maintain penetration testing procedures and methodologies.+ Produce high-quality papers, presentations, as well as recommendations to key stakeholders.+ Research new and emerging threats to inform the organization, improve red teaming efficacy and accuracy, and stay relevant.+ Team up with other Offensive Security personnel at Microsoft to leverage the latest trends, and identify good opportunities for attack.+ Discovery of Problems/Identifying Vulnerabilities in Generative AI and AI systems.+ Embody our culture (https://careers.microsoft.com/v2/global/en/culture) and values (https://www.microsoft.com/en-us/about) .• *Qualifications**• *Required Qualifications**+ Bachelor's Degree in Computer Science or related technical field AND 2+ years technical engineering experience with coding in languages including, but not limited to, C, C++, C#, Java, JavaScript, PowerShell or Python+ OR equivalent experience.+ 1+ years experience in identifying security vulnerabilities, software development lifecycle, large-scale computing, modeling, cyber security, and anomaly detection.+ 1+ years of experience of using common penetration testing tools; Kali Linux, Burpsuite, Nmap, Nessus, etc.• *Preferred Qualifications**+ Bachelor's Degree in Computer Science or related technical field AND 4+ years technical engineering experience with coding in languages including, but not limited to, C, C++, C#, Java, JavaScript, or Python+ OR Master's Degree in Computer Science or related technical field AND 2+ years technical engineering experience with coding in languages including, but not limited to, C, C++, C#, Java, JavaScript, or Python+ OR equivalent experience.+ Penetration testing qualifications; PNPT, GPEN/GXPN, GWAPT, OSCP/OSCE, CRT/CCT/CCSAS and/or equivalent.+ Microsoft Azure Certifications; AZ-900, AZ-500, AI-900.+ Familiarity with MITRE ATLAS/ OWASP top 10 LLMS.Software Engineering IC3 - The typical base pay range for this role across the U.S. is USD $98,300 - $193,200 per year. There is a different range applicable to specific work locations, within the San Francisco Bay area and New York City metropolitan area, and the base pay range for this role in those locations is USD $127,200 - $208,800 per year.Certain roles may be eligible for benefits and other compensation. Find additional benefits and pay information here: https://careers.microsoft.com/us/en/us-corporate-payMicrosoft will accept applications for the role until April 26, 2025.\#EDOTjobsMicrosoft is an equal opportunity employer. Consistent with applicable law, all qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity or expression, genetic information, immigration status, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application process, read more about requesting accommodations (https://careers.microsoft.com/v2/global/en/accessibility.html) .
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What You Should Know About Offensive Cybersecurity Penetration Tester, Microsoft

Are you ready to embark on an exciting journey in Offensive Cybersecurity? Join the Trust and Integrity Protection (TrIP) team at Microsoft as an Offensive Cybersecurity Penetration Tester. Here, your passion for uncovering security vulnerabilities will shine, especially as you focus on the fascinating realm of Artificial Intelligence (AI). Imagine conducting penetration tests on some of the most advanced technology systems in the world! You’ll team up with a dynamic group of professionals dedicated to making AI security stronger than ever. Your role will involve discovering and exploiting vulnerabilities, executing real-world adversarial tactics on production AI systems, and developing innovative tools to accelerate vulnerability discovery. You’ll work collaboratively with your peers to recommend effective mitigations and stay at the forefront of emerging threats. This is a fantastic opportunity to use your technical expertise in languages like C++, Python, and Java, drawn from your experience in identifying security flaws and using penetration testing tools such as Kali Linux and Burpsuite. If you thrive in a culture of innovation and collaboration, and are excited about empowering every person and organization on the planet through secure technology, then this position is perfect for you. Come join us in Redmond, WA, and be part of a team that values respect, integrity, and accountability while driving technology forward.

Frequently Asked Questions (FAQs) for Offensive Cybersecurity Penetration Tester Role at Microsoft
What are the main responsibilities of an Offensive Cybersecurity Penetration Tester at Microsoft?

As an Offensive Cybersecurity Penetration Tester at Microsoft, your primary responsibilities include discovering and exploiting vulnerabilities in AI systems, executing penetration tests using real-world adversarial techniques, and developing tools for vulnerability discovery. You'll also collaborate with teams to influence security mitigations and stay current with emerging threats affecting technologies like Generative AI.

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What qualifications are needed to apply for the Offensive Cybersecurity Penetration Tester position at Microsoft?

To apply for the Offensive Cybersecurity Penetration Tester position at Microsoft, you should have a Bachelor's Degree in Computer Science or a related field, along with at least 2 years of technical engineering experience with programming languages such as C++, Python, and Java. Experience identifying security vulnerabilities and using tools like Kali Linux is essential.

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What tools do Offensive Cybersecurity Penetration Testers use at Microsoft?

In the role of Offensive Cybersecurity Penetration Tester at Microsoft, you'll utilize common penetration testing tools, including Kali Linux, Burpsuite, Nmap, and Nessus. Familiarity with these tools enhances your capability to discover and exploit security flaws effectively across Microsoft’s AI systems.

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What is the work culture like for an Offensive Cybersecurity Penetration Tester at Microsoft?

The work culture for an Offensive Cybersecurity Penetration Tester at Microsoft is collaborative and inclusive, driven by values of respect, integrity, and accountability. Employees are encouraged to embrace a growth mindset, innovate, and work together to achieve common goals. It's a vibrant environment where everyone's contributions are valued.

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What opportunities for advancement exist for an Offensive Cybersecurity Penetration Tester at Microsoft?

As an Offensive Cybersecurity Penetration Tester at Microsoft, you have numerous opportunities for advancement. You can grow in technical prowess, take on leadership roles within the cybersecurity team, or diversify into other areas of security or technology advancements. Continuous learning and innovation are at the core of your development.

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Common Interview Questions for Offensive Cybersecurity Penetration Tester
Can you explain what a penetration test is and how it applies to AI systems?

A penetration test is a simulated cyber attack on a system to identify vulnerabilities that a malicious actor could exploit. When applied to AI systems, it involves testing AI models and their datasets to ensure they are robust against adversarial inputs, thus securing user data and system integrity.

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What methods do you use to identify security vulnerabilities in AI systems?

To identify security vulnerabilities in AI systems, I employ various techniques, including static and dynamic analysis, threat modeling, and attack surface mapping. I also utilize penetration testing tools to simulate attacks and observe system responses, helping to locate any weaknesses.

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How do you stay current with the latest cybersecurity threats and vulnerabilities?

I stay current with the latest cybersecurity threats and vulnerabilities by being actively involved in cybersecurity forums, reading industry publications, attending conferences, and following leading experts on social media. Continuous education through certifications and training is also key to staying ahead.

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Describe a challenging penetration test you have conducted in the past.

In a previous role, I conducted a penetration test on a critical enterprise application. The challenge was to exploit a complex authentication mechanism. Utilizing advanced techniques and tools, I discovered a previously unknown vulnerability that could have led to significant data breaches, successfully demonstrating the value of thorough testing.

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What programming languages are you proficient in for penetration testing?

I am proficient in several programming languages, including Python, C++, Java, and PowerShell. These skills are crucial not only for writing custom scripts to automate testing processes but also for understanding and analyzing the underlying code of applications being tested.

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Explain your experience with common penetration testing tools.

I have extensive experience using penetration testing tools such as Kali Linux, Burp Suite, Nmap, and Nessus. Each tool has its strengths; for instance, I use Nmap for network discovery and Burp Suite for web application security testing, ensuring comprehensive coverage during assessments.

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How would you approach coordinating with other teams during the penetration testing process?

Coordinating with other teams during the penetration testing process involves open communication and collaboration. I ensure to clearly outline the testing scope and objectives, provide regular updates, and incorporate feedback from development and security teams to enhance the overall security posture.

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What do you believe is the biggest challenge facing Offensive Cybersecurity today?

The biggest challenge facing Offensive Cybersecurity today is the rapid evolution of technology, particularly with the rise of AI and machine learning. Attackers are leveraging these advancements, often outpacing defenders who must continually adapt their strategies and tools to thwart sophisticated attacks.

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How would you advise a company to strengthen its AI security posture?

To strengthen its AI security posture, a company should implement comprehensive security assessments, adopt a proactive stance on vulnerability management, prioritize training for developers on security best practices, and create a robust incident response plan that includes AI-specific scenarios.

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Can you discuss any certifications that are beneficial for an Offensive Cybersecurity Penetration Tester?

Certifications like OSCP, GPEN, and GWAPT are highly beneficial for an Offensive Cybersecurity Penetration Tester. These credentials demonstrate expertise in penetration testing methodologies and techniques, and can significantly enhance credibility and marketability within the cybersecurity field.

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BADGES
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CULTURE VALUES
Inclusive & Diverse
Mission Driven
Social Impact Driven
Passion for Exploration
Dare to be Different
Diversity of Opinions
Reward & Recognition
Empathetic
Feedback Forward
Work/Life Harmony
Collaboration over Competition
Growth & Learning
Transparent & Candid
Customer-Centric
Rise from Within
Friends Outside of Work
BENEFITS & PERKS
Medical Insurance
Dental Insurance
Vision Insurance
Mental Health Resources
Life insurance
Disability Insurance
Health Savings Account (HSA)
Flexible Spending Account (FSA)
Learning & Development
Work Visa Sponsorship
Employee Resource Groups
401K Matching
Paid Time-Off
Maternity Leave
Social Gatherings
Company Retreats
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, on-site
DATE POSTED
April 22, 2025

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