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Resiliency Control Testing Manager

Wintrust · Rosemont, IL · Full time

Posted Oct 2, 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 finding you wrote that led to a real fix. How did you get it done?

What they are checking: Whether they drive remediation to completion rather than just reporting issues.

How do you manage a team of testers across many control areas at once?

What they are checking: Whether they plan coverage, review work quality and develop the people doing the testing.

How do you explain a resiliency weakness to an executive who isn't technical?

What they are checking: Whether they can translate control results into business impact that leaders act on.

What would you do

You sit in the Security and Fraud First Line of Defense but test separately from the control owners. How do you keep that independence?

What they are checking: Whether they can stay objective while working next to the teams whose controls they are judging.

A control owner disagrees with your finding and escalates. What do you do?

What they are checking: Whether they rely on evidence, stay calm and route the disagreement properly without backing down too fast.

About the work

How do you test the operating effectiveness of a control, as opposed to its design?

What they are checking: Whether they understand the difference between whether a control could work and whether it actually did over time.

Walk me through how you'd build a test plan for a business continuity control tied to a critical business service.

What they are checking: Whether they can scope tests around impact tolerances, recovery objectives and evidence that proves resilience.

How do you decide sample sizes and what counts as sufficient evidence?

What they are checking: Whether their testing would hold up to Second Line and audit review.

How do you test a physical security control compared with a cybersecurity control?

What they are checking: Whether they can apply testing methods across the range of domains this role partners with.

How would you rate the severity of a control gap affecting fraud detection?

What they are checking: Whether they weigh likelihood, impact and compensating controls instead of treating every gap the same.

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The full job description

As published by Wintrust.

Wintrust provides community and commercial banking, specialty finance and wealth management services through its 16 bank charters and nine non-bank businesses. Wintrust delivers the sophisticated solutions of a large bank while staying true to the relationship-focused, personalized service of our community banking roots. We serve clients in all 50 states with more than 200 branch banking locations in Illinois, southwestern Florida, northwestern Indiana, west Michigan and southern Wisconsin and commercial banking offices in Chicago, Denver, Milwaukee, Grand Rapids, Mich., and in key branch banking locations throughout Illinois. Our people are the heart of our business and we are proud to rank consistently as a top place to work. Wintrust is a $66 billion financial institution based in Rosemont, Illinois, and listed on the NASDAQ Global Select Market under the symbol “WTFC.” Why join us? • An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 12 years) and Employee Recommended award by the Globe & Mail (past 6 years) • Competitive pay and discretionary or incentive bonus eligible • Comprehensive benefit package including medical, dental, vision, life, a 401k plan with a generous company match and tuition reimbursement to name a few • Promote from within culture Why join this team? • This position has the opportunity to interface with and have a positive impact on multiple areas of Wintrust's business • We hold ourselves accountable to high standards, share wins, operate ethically, and have fun Position Overview Come to Wintrust and help build the Security and Fraud Resiliency Control Testing Program. This Resiliency Manager position is hands-on and responsible for developing, coaching, and leading a team of control testing professionals while actively contributing to the execution of risk-based testing activities across cybersecurity, fraud, third-party security, physical security, chief of staff, business continuity, and operational resiliency controls. This role operates within the Security & Fraud First Line of Defense and provides objective assessments of control design and operating effectiveness, performed separately from day-to-day control ownership activities, to determine whether controls are appropriately mitigating risk and supporting the protection of the bank's critical business services. The Resiliency Manager partners closely with Cybersecurity, Physical Security, Technology, Fraud, Business Continuity, Operational Risk and Second Line of Defense Risk functions to evaluate control design and operating effectiveness, identify improvement opportunities, validate remediation activities, perform root cause analysis, and assess the sustainability of corrective actions. The role is accountable for establishing testing methodologies, developing risk-based testing plans, leading testing engagements, reporting results to leadership, supporting regulatory compliance requirements through alignment of findings to applicable regulations and standards, and continuously enhancing the Security and Fraud Control Testing Program. The position also leverages approved AI-enabled capabilities, analytics, and automation tools to improve testing efficiency, streamline evidence collection, enhance reporting quality, and identify trends across testing results. This is not a cybersecurity engineering position. Success in this role requires a strong control testing and assurance mindset combined with practical knowledge of cybersecurity, fraud risk management, technology controls, and operational resiliency practices. Military veterans are encouraged to apply. What You’ll Do • Lead and execute risk-based control testing activities across cybersecurity, fraud, third-party security, physical security, business continuity, and operational resiliency domains. Develop test plans, perform assessments of control design and operating effectiveness, review evidence, and communicate testing results. • Build, manage, and enhance the Security & Fraud Control Testing Program, including methodology development, testing standards, quality assurance, reporting frameworks, risk-based testing plans, and continuous improvement initiatives. • Coach, develop, and lead a team of control testing professionals. Provide work direction, performance management, quality reviews, and technical guidance. • Partner with Cybersecurity, Fraud, Technology, Business Continuity, 2LOD Resiliency and Operational Risk, IT, auditors, and regulators to identify control deficiencies, assess emerging risks, perform root cause analysis, and support remediation activities. • Track issue remediation, perform validation and retesting of corrective actions, develop KPI/KRI reporting, support audits and regulatory examinations, and leverage approved AI and automation capabilities to improve testing efficiency and reporting. Qualifications • Bachelor’s degree or equivalent experience • 7+ years of experience in control testing, internal audit, operational risk, technology risk, cybersecurity, fraud risk management, business continuity, resiliency, or related disciplines within Financial Services • CISA, CRISC, CISM, CIA, CISSP, or related certifications • Strong knowledge of regulatory requirements, industry frameworks, and control standards applicable to cybersecurity, fraud, technology, and operational resiliency. • Experience evaluating control design and operating effectiveness, performing risk-based testing, root cause analysis, remediation validation, and issue management and experience developing testing methodologies, test procedures, sampling approaches, and evaluating control evidence. Benefits Medical Insurance • Dental • Vision • Life insurance • Accidental death and dismemberment • Short-term and long-term Disability Insurance • Parental Leave • Employee Assistance Program (EAP) • Traditional and Roth 401(k) with company match • Flexible Spending Account (FSA) • Employee Stock Purchase Plan at 5% discount • Critical Illness Insurance • Accident Insurance • Transportation and Commuting Benefits • Banking Benefits • Pet Insurance Compensation The estimated salary range for this role is $150,000.00 - $175,00.00, along with eligibility to earn an annual bonus. Actual salaries may vary based on several factors, such as a candidate’s qualifications, skills and experience. #LI-Hybrid #LI-JB1 From our first day in business, Wintrust has been proud to serve a variety of unique communities and people from all walks of life. To build a company that reflects the communities we serve, we believe that fostering a unique and inclusive workplace where everyone feels valued and empowered to succeed will support our ongoing success. Wintrust Financial Corporation, including community banking and financial services subsidiaries, is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.

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