Freelance Offensive Security Engineer Jobs in Virginia

This position is also open in the following locations: Chicago, IL / Tampa, FL / Atlanta, FL / Plano, TX / Houston, TX / Brooklyn, NY / Columbus, OH / Washington, DC / McLean, VA / Jersey City, NJ / Wilmington, DE

Drive the security of critical banking applications and platforms through hands-on offensive testing.

As an Assessments & Exercises Vice President in the Cybersecurity and Technology Controls organization, you will play a key role in safeguarding the firm’s most vital assets. Your primary responsibility will be to plan, execute, and report on penetration tests targeting high-impact applications, platforms, and services. Leveraging industry-standard methodologies and advanced techniques, you will proactively identify vulnerabilities, collaborate with application owners to understand root causes, and guide effective remediation to strengthen the firm’s security posture.

We are seeking candidates with a passion for offensive security, deep technical expertise in penetration testing, and a commitment to continuous learning and excellence.

• Plan, scope, and execute penetration testing engagements across a variety of environments, including web applications, APIs, cloud platforms, infrastructure, thick-client, and/or mobile applications.
• Collect and validate pre-requisites for each engagement, ensuring all necessary access, documentation, and approvals are in place.
• Perform manual and automated testing to identify vulnerabilities, misconfigurations, and security weaknesses, leveraging industry-standard tools and custom scripts.
• Document and communicate findings through comprehensive reports that include technical details, risk assessments, and actionable remediation recommendations.
• Conduct peer reviews of penetration test reports to ensure accuracy, consistency, and quality of deliverables.
• Collaborate with development, infrastructure, and security teams to clarify findings, support remediation efforts, and provide subject matter expertise on offensive security.
• Stay current with emerging threats, vulnerabilities, and attack techniques by leveraging threat intelligence, security research, and participation in relevant industry groups.
• Contribute to the continuous improvement of penetration testing methodologies, tools, and frameworks to enhance effectiveness and alignment with firm strategy and regulatory requirements.

• 5+ years of hands‑on penetration testing experience in offensive security, with a proven track record of scoping, executing, and reporting on complex engagements.
• Expertise in manual penetration testing of web, API, cloud (AWS/Azure/GCP), infrastructure, thick-client, and/or mobile applications (android/iOS), including the use of industry-standard tools (e.g., Burp Suite, Nmap, Metasploit, etc.).
• Strong understanding of security assessment methodologies such as OWASP Top Ten, NIST Cybersecurity Framework, and other relevant standards.
• Ability to identify and articulate systemic security issues related to threats, vulnerabilities, and risks, and provide clear, actionable recommendations for remediation.
• Exceptional organizational and communication skills, including the ability to write detailed technical reports and present findings to both technical and non‑technical stakeholders.
• Experience conducting peer reviews of penetration test reports and mentoring junior testers.
• Continuous learner who keeps up with the latest offensive security trends, tools, and techniques.

• Knowledge of cybersecurity practices, operational risk management, and incident response methodologies within the US financial services sector, including relevant regulations, threats, and risks.
• Proficiency in penetration testing and security concepts for both Windows and Unix‑like operating systems.
• Experience conducting security‑focused source code reviews (e.g., Python, Java, Rust).
• Experience in reverse engineering thick‑client and mobile applications to identify vulnerabilities.
• Relevant certifications such as OSWE, CREST (CRT, CCT), OSCP, OSCE, GXPN, GWAPT, GPEN, GMOB, or BSCP.

Chase is a leading financial services firm, helping nearly half of America’s households and small businesses achieve their financial goals through a broad range of financial products. Our mission is to create engaged, lifelong relationships and put our customers at the heart of everything we do. We also help small businesses, nonprofits and cities grow, delivering solutions to solve all their financial needs.

We offer a competitive total rewards package including base salary determined based on the role, experience, skill set and location. Those in eligible roles may receive commission‑based pay and/or discretionary incentive compensation, paid in the form of cash and/or forfeitable equity, awarded in recognition of individual achievements and contributions. We also offer a range of benefits and programs to meet employee needs, based on eligibility. These benefits include comprehensive health care coverage, on‑site health and wellness centers, a retirement savings plan, backup childcare, tuition reimbursement, mental health support, financial coaching and more. Additional details about total compensation and benefits will be provided during the hiring process.

We recognize that our people are our strength and the diverse talents they bring to our global workforce are directly linked to our success. We are an equal opportunity employer and place a high value on diversity and inclusion at our company. We do not discriminate on the basis of any protected attribute, including race, religion, color, national origin, gender, sexual orientation, gender identity, gender expression, age, marital or veteran status, pregnancy or disability, or any other basis protected under applicable law. We also make reasonable accommodations for applicants’ and employees’ religious practices and beliefs, as well as mental health or physical disability needs. Visit FAQs for more information about requesting an accommodation.

Equal Opportunity Employer/Disability/Veterans