Autonomous Penetration testing Lead Consultant at Allstate Insurance Company – US - Remote | Jobyssey

At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.

Job Description

Role: Autonomous Penetration testing Lead Consultant

Job Profile & Family: Lead Consultant- Threat & Incident Response

Team and overall work scope

The team operates within a newly established Exposure Management function in the broader cybersecurity organization, focused on modernizing how the enterprise identifies, prioritizes, and mitigates security vulnerabilities shifting from traditional patch approaches to a more strategic focus on true business risk and exploitability
Individual Contributor/ Lead Consultant roles are designed to bring in deep respective domain expertise to bridge the gap between security insights and practical remediation strategies
The Autonomous Penetration testing Engineer is responsible for building and operating automated adversarial testing capabilities, enabling continuous validation of exposures and remediation effectiveness. This role transforms traditional penetration testing into scalable, CTEM-aligned validation.

Success Measures

Increased automation coverage of Penetration testing activities
Reduction in manual testing effort
Faster validation of exploitability and remediation effectiveness

Key Responsibilities

Design and build autonomous Penetration testing pipelines and tooling
Integrate adversarial testing into CI/CD and enterprise workflows
Automate attack path validation and exploit verification
Partner with Exposure Intelligence and Response teams to validate risk
Continuously improve testing coverage and scalability

Required Qualifications

5+ years in penetration testing, red teaming, or security engineering
Strong scripting/development skills (Python, PowerShell, etc.)
Experience with offensive security tools and methodologies

Preferred Qualifications

Experience with automation frameworks and pipeline integration
Familiarity with attack graphs, CTEM, or exposure validation platforms
Experience in cloud and hybrid environments

Skills

Application Programming Interface (API), Authentication, Penetration Testing, Red Teaming, Scripting, Secure Software Development Lifecycle, Security Tools

Compensation

Compensation offered for this role is 100,000.00 - 170,500.00 annually and is based on experience and qualifications.

The candidate(s) offered this position will be required to submit to a background investigation.

Joining our team isn’t just a job — it’s an opportunity. One that takes your skills and pushes them to the next level. One that encourages you to challenge the status quo. One where you can shape the future of protection while supporting causes that mean the most to you. Joining our team means being part of something bigger – a winning team making a meaningful impact.

Allstate generally does not sponsor individuals for employment-based visas for this position.

Effective July 1, 2014, under Indiana House Enrolled Act (HEA) 1242, it is against public policy of the State of Indiana and a discriminatory practice for an employer to discriminate against a prospective employee on the basis of status as a veteran by refusing to employ an applicant on the basis that they are a veteran of the armed forces of the United States, a member of the Indiana National Guard or a member of a reserve component.

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It is the Company’s policy to employ the best qualified individuals available for all jobs. Therefore, any discriminatory action taken on account of an employee’s ancestry, age, color, disability, genetic information, gender, gender identity, gender expression, sexual and reproductive health decision, marital status, medical condition, military or veteran status, national origin, race (include traits historically associated with race, including, but not limited to, hair texture and protective hairstyles), religion (including religious dress), sex, or sexual orientation that adversely affects an employee's terms or conditions of employment is prohibited. This policy applies to all aspects of the employment relationship, including, but not limited to, hiring, training, salary administration, promotion, job assignment, benefits, discipline, and separation of employment.

Allstate provides a comprehensive technology setup, including a laptop, monitors, headset, keyboard, and mouse. Employees eligible to work from home also receive a monthly connectivity reimbursement to help offset internet costs.

When working from home, you must have a dedicated, private workspace free from distractions, along with appropriate desk and seating. Reliable internet is required, with minimum speeds of 50 MB download and 5 MB upload.

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