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This position has closed. Wintrust removed this listing from their careers page on Oct 6, 2026. The interview prep below is still useful, and there are similar open roles at the bottom of this page.

Senior Financial Analyst - Financial Controls

Wintrust · Rosemont, IL · $85,000–$110,000 a year · Full time

Posted Aug 7, 2026 · We last checked this listing on Oct 4, 2026

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

You would analyze control exceptions and work with management on remediation. Tell me about an exception where the fix was harder than the finding.

What they are checking: Practical remediation rather than reporting failures.

This sits in the Chief Accounting Officer's group in Rosemont, asking two to five years with prior Sarbanes-Oxley experience and preferring a CPA or internal auditor credential. Why controls rather than reporting or audit?

What they are checking: Deliberate choice of specialty at an early-career decision point.

What would you do

You would assess controls around new accounting standards, system conversions and new business processes. How do you get involved in a system implementation early enough to matter?

What they are checking: Getting ahead of a change rather than auditing it after go-live.

You would educate business partners on control requirements. How do you explain a control to someone who sees it as extra work?

What they are checking: Winning cooperation rather than compelling it.

How do you support internal and external audit without becoming their staff?

What they are checking: Boundary management with auditors, which a controls team must hold.

How do you keep control documentation current when processes change and nobody tells you?

What they are checking: The maintenance problem that leaves most control matrices stale.

About the work

This role maintains risk and control matrices and process flowcharts for internal control over financial reporting. Walk me through documenting a process you have never seen before.

What they are checking: Method for walkthroughs, the foundation of this work.

How do you tell a key control from a control that just exists?

What they are checking: The judgment that determines whether a Sarbanes-Oxley program is efficient or bloated.

This is a bank running sixteen charters and nine non-bank businesses. How does that structure complicate control testing?

What they are checking: Awareness of the specific complexity at this employer.

The posting prefers experience using a governance, risk and compliance tool. What does a tool like that actually buy you over spreadsheets?

What they are checking: Honest view of tooling in a discipline where the tool is often oversold.

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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 businesses. • We hold ourselves accountable to high standards, share wins, operate ethically, and have fun. Position Overview This position within the Chief Accounting Officer’s Group is focused on ensuring effective design and operation of internal control over financial reporting (ICFR) for Wintrust Financial Corporation in accordance with financial control requirements, including the Sarbanes-Oxley Act (SOX). Primary responsibilities include process documentation, risk assessment, and control identification, in addition to control enhancement and issue remediation. This position serves as a valued control advisor to the Company and provides hands-on exposure, interacting frequently with all management levels, as well as internal and external auditors. What You’ll Do • Collaborate with business partners to maintain SOX risk and control matrices and process flowcharts. Identify areas where control or documentation enhancements are needed. Facilitate the annual SOX walkthrough and SOC1 process with business partners and internal and external audit. • Assist with corporate initiatives through risk assessment and control evaluation related to new accounting standards, system conversions/implementations and new business processes. • Analyze control exceptions and work with various levels of management to identify solutions / paths to remediation. • Support audit groups including internal and external audit in planning and completing their audit engagements. • Provide education and training to business partners on SOX control requirements to facilitate maintenance of a strong control environment. • Assist with SOX scoping, quarterly reporting, and other SOX program administration. • Participate in special projects related to accounting and financial reporting matters. Qualifications • 2-5 years of related work experience, comprising of previous SOX experience in public accounting, consulting or corporate internal audit and demonstrated understanding of processes/accounting in the banking/financial services sector preferred • Bachelor’s or master’s degree in accounting. CPA or CIA preferred • Excellent written, verbal and presentation skills and have strong organizational skills with the ability to multitask and prioritize • Comfortable working independently and in a collaborative manner in a cross functional environment to meet deadlines in a fast-paced environment • Experience implementing a SOX or internal controls program at a large organization and using a GRC tool to manage risk, controls and processes preferred 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 $85,000.00 - $110,000.00 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-ONSITE 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.