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This position has closed. Wintrust removed this listing from their careers page on Sep 25, 2026. The interview prep below is still useful, and there are similar open roles at the bottom of this page.

Covenant Administrator-Commercial Credit Operations

Wintrust · Rosemont, IL · $59,000–$70,000 a year · Full time

Posted Aug 27, 2026 · We last checked this listing on Sep 22, 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'd work with relationship managers, credit and borrowers. How do you chase a borrower for a late certificate?

What they are checking: Persistence with an external party

What would you do

A borrower's certificate arrives and the calculation does not match yours. What do you do?

What they are checking: The most common friction in covenant work

A covenant is tripped. What happens next, and what is yours to do?

What they are checking: The escalation path, and knowing the boundary

A relationship manager asks you to hold off reporting a breach until they speak to the client. How do you handle that?

What they are checking: Independence from the production side

This is based in Rosemont in commercial credit operations. What would you want to know about the portfolio size and the systems before you took it?

What they are checking: Whether they diligence the workload

About the work

This role administers loan covenants in commercial credit operations from Rosemont. What covenant work have you done?

What they are checking: Direct experience against the specific function

What is a financial covenant actually protecting the bank from?

What they are checking: Purpose rather than mechanics

Walk me through testing a borrower's covenant compliance from a set of financial statements.

What they are checking: The core recurring task

How do you track covenant due dates across a portfolio so nothing is missed?

What they are checking: Tracking discipline, the substance of the role

How do you read a credit agreement to find what you actually have to test?

What they are checking: Document reading, the underrated skill here

Practice this interview out loud.

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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 8 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 • Family-friendly work hours • With 175+ community bank locations, we offer opportunities to grow and develop in your career • Promote from within culture Why join this team? • We have a culture that encourages an entrepreneurial spirit • We offer multiple opportunities for development and upward mobility What you'll do: The Covenant Administrator is responsible for the set-up and maintenance of financial covenants and reporting requirements for the bank’s commercial loan portfolios in Moody’s CreditLens, the bank’s monitoring system, Process document uploads to the Bank’s electronic credit file system, FCM ImageCentre. • Set-up/Update Moody’s tracking requirements based on loan approval documents. • Verify appropriate loan documentation for new covenant set-up, updates, and maintenance. • Ensure receipt of appropriate approvals for covenant waivers and modifications. • Interact with LOB to obtain missing or incomplete information. • Process account officer reassignments. • Review Moody’s Detail Report for covenant tracking accuracy and updates. • Upload documents to FCM ImageCentre, if applicable. • Review documents, identify correct classification and make necessary updates when needed. • Adhere to strict naming conventions and categorization guidelines. • Create folders for all the covenant requests processed in Department’s shared drive. • Identify Annual Reviews and update Moody’s tracking per line of business requests. • Assist Credit Services Specialists with processing of covenant modification and Credit Services requests as needed. • Provide client support for assigned charters. • Respond to and troubleshoot internal inquiries and issues. Bring issues to the attention of the Supervisor. Qualifications: • Minimum of 3 years of experience setting up and maintaining financial covenants and reporting requirements for the bank’s commercial loan portfolios • Commercial banking experience required, working knowledge and understanding of commercial lending and credit terms • Ability to perform duties with a high degree of accuracy and attention to detail • Bachelor’s degree a plus • Advanced Computer Skills 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 annual salary range for this role is $59,000-$70,000, 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.