Jobs › COUNTRY Financial

Offensive Application Security Analyst

COUNTRY Financial · Bloomington, IL · $94,400–$129,800 a year · Full time

Posted Sep 30, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a vulnerability you found that you are proud of. How did you find it?

What they are checking: Whether they have real hands-on experience and creative thinking beyond running scanners.

How do you stay current on new attack techniques?

What they are checking: Whether they have a real learning habit, which offensive security demands.

What would you do

You find a SQL injection in an internal claims app. How do you explain it to the developers so it actually gets fixed?

What they are checking: Whether they can communicate risk and a clear fix to developers in a way that builds trust instead of blame.

During an emulation exercise you realize an action might disrupt a production system. What do you do?

What they are checking: Whether they respect rules of engagement and stop to coordinate rather than risk a real outage.

How would you help developers adopt secure coding practices without slowing their delivery?

What they are checking: Whether they see security as a partner to development, using things like threat modeling and pipeline checks.

About the work

Walk me through how you would assess a web application you have never seen before.

What they are checking: Whether they have a structured approach covering recon, authentication, authorization, input handling and business logic.

How would you test an API for broken object level authorization?

What they are checking: Whether they understand one of the most common and damaging API flaws and how to find it.

The role is half application security and half threat emulation. How would you plan an exercise that emulates a threat actor that targets insurers?

What they are checking: Whether they can use threat intelligence and frameworks like MITRE ATT&CK to design realistic scenarios.

What is the difference between SAST, DAST and manual testing, and where does each one fall short?

What they are checking: Whether they know the limits of automated tools and where human testing adds value.

After an emulation exercise, how do you help incident responders and infrastructure teams improve detection?

What they are checking: Whether they close the loop by turning findings into validated detections and control improvements.

What tools do you use for app testing, like Burp Suite, and how do you go past what the tool finds?

What they are checking: Whether they can use tools well and still test business logic that tools miss.

Practice this interview out loud.

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The full job description

As published by COUNTRY Financial.

Experience more with a career at COUNTRY Financial! We’re excited you’re interested in a career at COUNTRY as we strive toward our vision - to enrich lives in the communities we serve. Our footprint spans coast to coast. But more important than where we operate, is the people who do the work. Apply today to help our organization grow and make a difference for our clients. About the role The Offensive Application Security Analyst helps improve the security of COUNTRY Financial's applications and technology platforms through a blend of application security assessment and adversary emulation activities. This role spends approximately 50% of time supporting the Application Security program and 50% supporting Threat Intelligence & Emulation initiatives. The individual will perform application security testing, assist with secure development practices, support penetration testing activities, participate in threat emulation exercises, and help validate the effectiveness of enterprise security controls. This role serves as a technical contributor who works closely with developers, infrastructure teams, incident responders, and other security professionals to identify and reduce cybersecurity risk. The position supports both secure software development and offensive security objectives Primary Responsibilities Application Security (50%) • Perform application security assessments against web, API, mobile, and cloud applications. • Analyze and triage findings from SAST, DAST, dependency scanning, and other security testing platforms. • Assist development teams with vulnerability remediation guidance and secure coding recommendations. • Participate in threat modeling and architecture review activities. • Help improve application security automation and security testing within CI/CD pipelines. • Support dependency management and software supply chain security initiatives. • Collaborate with technology teams to improve secure development lifecycle practices. • Demonstrate an understanding of Git and Git-based development workflows, including branching, pull requests, code reviews, and secure code management practices Threat Emulation (50%) • Execute red team, purple team, and adversary emulation activities under established rules of engagement. • Assist with internal penetration testing exercises and third-party penetration testing coordination. • Conduct security control validation and threat-informed testing using MITRE ATT&CK methodologies. • Research adversary tactics, techniques, and procedures and help translate intelligence into testing scenarios. • Perform offensive security assessments against enterprise infrastructure, cloud environments, and applications. • Document findings and provide actionable recommendations to improve detection and prevention capabilities. • Partner with defensive security teams to validate response and monitoring effectiveness. How does this role make an impact? - Participates in projects and assessments on risk. - Analyzes and defines security policies and standards. - Monitors, alerts and responds to security events. - Performs computer forensic and investigative activities; and penetration and vulnerability testing. - Defines and administers identity & access roles and workflows. Do you have what we're looking for? Required Skills Technical Knowledge • Secure software development principles and common application vulnerabilities. • Web application security concepts including OWASP Top 10. • Security testing methodologies including SAST, DAST, and penetration testing. • Basic understanding of red team and purple team methodologies. • Scripting and automation experience using PowerShell, Python, Bash, or similar languages. • Knowledge of cloud security concepts and modern application architectures. • Familiarity with MITRE ATT&CK Framework concepts. • Typically requires 3+ years of relevant experience or a combination of related experience, education and training. Professional Skills • Strong analytical and problem-solving abilities. • Effective written and verbal communication. • Ability to explain technical findings to both technical and non-technical audiences. • Strong collaboration and teamwork skills. • Self-motivated with a desire to continuously learn and develop offensive and application security expertise. #LI-CORP #LI-Hybrid Base Pay Range: $94,400-$129,800 The base pay range represents the typical range of potential salary offers for candidates hired. Factors used to determine your actual salary include your specific skills, qualifications and experience. Incentive Pay: In addition to base salary, this position is eligible for a Short-Term Incentive plan. Why work with us? Our employees and representatives serve nearly one million households with our diverse range of personal and business insurance products as well as retirement and investment services. We build relationships and work together to create a stronger, more secure future for our clients and our communities. We’re a big company, yet small enough you can make an impact and won’t get lost in the shuffle. You’ll have the opportunity to learn and grow throughout your career, either within this role or by exploring other areas of our business. You’ll be able to take advantage of our benefits package, which includes insurance benefits (medical, dental, vision, disability, and life), 401(k) with company match. COUNTRY Financial is committed to providing equal opportunity in all areas of employment, and in providing employees with a work environment free of discrimination and harassment. Employment decisions are made without regard to race, color, religion, age, gender, sexual orientation, veteran status, national origin, disability, or any other status protected by applicable laws or regulations. Come join our team at COUNTRY today!

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