Principal AI Offensive Security Engineer

The Work Itself

• Pen test AI, LLM-powered systems, machine learning platforms, APIs, and cloud environments.
• Develop custom tools and scripts to automate the testing of AI and automate pen testing in general.
• Assess security controls surrounding retrieval-augmented generation, agentic workflows, tool integrations, etc.
• Work with cross-functional teams to report identified vulnerabilities.
• Produce professional grade reports based on the penetration tests you perform.
• Conduct scoping calls with internal clients to determine penetration test needs.
• Training junior engineers may be required.
• Travel up to two times a year when applicable.

• 7+ years of relevant experience
• Bachelor’s Degree in relevant field(s) of study or equivalent

• Minimum of 2 years of experience in cyber security.
• Minimum of 3 years of experience in offensive security.
• Minimum of 1-2 years of experience in offensive security with an AI focus.
• Excellent communication and presentation skills, with the ability to effectively convey complex concepts to technical and non-technical audiences.
• Strong analytical and problem-solving abilities.
• Ability to work independently and collaboratively in a fast-paced environment.

• Relevant certifications or ability to obtain within a year: OSCP, OSEP, OSAI, CRTO, CRTL, CPTS, CAPE, COAE, etc.
• Experience performing adversary emulations.
• Experience working with financial institutions.
• Experience performing physical penetration tests.
• Experience performing social engineering with AI.
• Experience with PoC development or having CVEs published.

Ally’s compensation program offers market-competitive base pay and pay-for-performance incentives (bonuses) based on achieving personal and company goals. Our Total Rewards program includes compensation and benefits designed to meet your needs and those of your family, including:

• Time Away: 20 paid time off days plus 11 paid holidays and 8 hours of volunteer time off yearly.
• Planning for the Future: 401K with company matching and contributions, student loan pay downs, 529 educational savings assistance, tuition reimbursement, employee stock purchase plan, and financial coaching.
• Health & Well-being: medical, dental, and vision options, life insurance, disability coverage, Health Savings Account with employer contributions, Healthcare FSA, critical illness, accident insurance, and well-being programs.
• Family Building: adoption, surrogacy and fertility assistance, paid parental and caregiver leave, and related savings programs.
• Work-Life Integration: EAP, wellness programs, and employee discounts.
• Other compensations: travel allowances, relocation assistance, signing bonus, and/or equity where applicable.

Ally Financial is a customer-centric, leading digital financial services company focused on doing things right and serving customers across consumer, commercial, and corporate segments. For more information, visit

Ally is an equal opportunity employer committed to diversity and inclusion in the workplace. All qualified applicants will receive consideration for employment without regard to age, race, color, sex, religion, national origin, disability, sexual orientation, gender identity or expression, pregnancy status, marital status, military or veteran status, genetic disposition or any other reason protected by law. We are committed to providing reasonable accommodation to applicants with disabilities.

For accommodation requests, email

Base Pay Range
: $110000 - $180000 USD

An individual’s position in the range is determined by the specific role, responsibilities, experience, education, and qualifications. We review internal pay, market conditions, and business needs prior to extending an offer.

Incentive Compensation:
This position is eligible to participate in our annual incentive plan.