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Technical Security Controls Principal

Kemper · IL · Remote available · 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 time you found that a control everyone thought was in place wasn't actually working.

What they are checking: Whether they dig deep enough to find false assurance, and handle the finding in a way that gets it fixed.

Describe how you've influenced senior leaders without managing the teams that implement controls.

What they are checking: Whether they lead through technical credibility and clear risk framing, which the posting calls principal-level influence.

What would you do

An engineering leader says your control standard is too strict for their cloud platform. How do you handle it?

What they are checking: Whether they can adapt patterns to real engineering needs while keeping the control's purpose intact.

How do you prioritize control gaps when you find dozens across different domains?

What they are checking: Whether they rank gaps by threat and business impact rather than by how easy they are to fix.

About the work

How do you connect a control's intent, written in policy, to how it's actually implemented across identity, endpoint, network and cloud?

What they are checking: Whether they can trace a control from paper to real configuration, which is the core of this principal role.

Walk me through how you'd validate that an EDR control is really working across the endpoint fleet.

What they are checking: Whether they test controls with evidence like coverage data and attack simulation, not just a policy statement.

What does continuous control assurance look like to you, compared with an annual audit?

What they are checking: Whether they think in terms of automated, ongoing monitoring rather than point-in-time checks that miss drift.

How would you define an enterprise standard for logging so detection teams get what they need?

What they are checking: Whether they know what log sources and fields matter, and can balance coverage with cost and noise.

How would you map your controls to a framework like NIST 800-53 or CIS while keeping them practical?

What they are checking: Whether they use frameworks as a reference without letting compliance mapping replace real security.

How do you test data protection controls, like DLP or encryption, to confirm they actually protect sensitive insurance data?

What they are checking: Whether they validate data controls against realistic scenarios rather than trusting configuration screens.

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The full job description

As published by Kemper.

Location(s) Remote-AL, Remote-FL, Remote-GA, Remote-IL Details Kemper is one of the nation’s leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day. We believe a high-performing culture, valuable opportunities for personal development and professional challenge, and a healthy work-life balance can be highly motivating and productive. Kemper’s products and services are making a real difference to our customers, who have unique and evolving needs. By joining our team, you are helping to provide an experience to our stakeholders that delivers on our promises. Kemper’s Information Security is looking for a highly motivated, diligent, and skillful Technical Security Controls Principal to join the Cybersecurity team focusing on serving as an enterprise subject-matter authority for technical security control architecture, validation, and continuous assurance. The role connects control intent to real technical implementation across identity, endpoint, network, cloud, data, application, and logging domains and requires principal-level judgment, technical depth, and influence. Key Responsibilities • Define enterprise technical security-control patterns, standards, and design expectations across identity, endpoint, network, cloud, data, application, and logging domains. • Assess whether controls are technically designed and operating as intended using configuration review, data validation, sampling, walkthroughs, and independent challenge. • Develop technical test procedures and evidence standards that move beyond questionnaire or document-only assurance. • Build or sponsor automation, API integrations, telemetry-based analytics, and continuous-control-monitoring use cases. • Translate regulatory and framework requirements into technically meaningful control objectives and identify controls that are administratively present but ineffective. • Lead complex control-gap analysis, remediation design, exception/risk-acceptance evaluation, and closure validation. • Act as a senior technical advisor to Cybersecurity, GRC, Internal Audit, technology teams, and executives on control effectiveness. • Mentor analysts and engineers and establish consistent control-engineering practices. Qualifications • Broad and deep security architecture/control experience across multiple technology domains. • Hands-on ability to review configurations, logs, system data, architecture, technical evidence, and control logic. • Experience designing technical control tests and validating operating effectiveness. • Ability to use scripting, APIs, analytics, or security telemetry to automate evidence collection and continuous monitoring. • Strong understanding of cloud, identity, endpoint, network, application, data-protection, and logging/security-monitoring control patterns. • Typically 10+ years of progressive cybersecurity. • Bachelor's degree in Cybersecurity, Computer Science, Information Technology, Engineering, Information Systems, or a related discipline, or equivalent relevant professional experience. The range for this position is 93,500-155,500. When determining candidate offers, we consider experience, skills, education, certifications, and geographic location among other factors. This job is also eligible for our Kemper benefits package (Medical, Dental, Vision, PTO, 401K, etc.) Kemper is proud to be an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, disability status or any other status protected by the laws or regulations in the locations where we operate. We are committed to supporting diversity and equality across our organization and we work diligently to maintain a workplace free from discrimination. Kemper does not accept unsolicited resumes through or from search firms or staffing agencies. All unsolicited resumes will be considered the property of Kemper and Kemper will not be obligated to pay a placement fee. Kemper will never request personal information, such as your social security number or banking information, via text or email. Additionally, Kemper does not use external messaging applications like WireApp or Skype to communicate with candidates. If you receive such a message, delete it.

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