Jobs › Wintrust

Senior Loan Closing Specialist

Wintrust · Chicago, IL · $28.37–$37.02 an hour · Full time

Posted Sep 29, 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 closing that went wrong. What did you change afterward?

What they are checking: Their honesty about mistakes and whether they build safeguards into their process.

As a senior specialist, how do you help newer team members learn the work?

What they are checking: Whether they can mentor others, which seniority implies.

What would you do

The closing is tomorrow and the title commitment shows an exception nobody expected. What do you do?

What they are checking: Whether they escalate quickly and work with attorneys and bankers instead of hoping it goes away.

How do you handle a banker pushing you to close faster than the checklist allows?

What they are checking: Whether they protect the bank's position while keeping a good working relationship with sales.

What do you do when a borrower's attorney sends back heavy changes to the loan documents?

What they are checking: Whether they know what they can accept, what needs approval and how to route it.

About the work

Walk me through how you prepare a commercial loan for closing, from the approved terms to the funded loan.

What they are checking: Their command of the full closing process and the order in which documents and conditions get cleared.

How do you check that loan documents match the credit approval exactly?

What they are checking: Their attention to detail, since a mismatch can leave the bank with terms it never approved.

What do you review in insurance certificates, UCC filings and guaranty documents?

What they are checking: Their knowledge of the collateral and documentation that protect a secured loan.

How do you keep track of many closings at once so nothing slips?

What they are checking: Their systems for managing a heavy pipeline with fixed deadlines.

Which loan systems or document tools have you used, and how do you learn new ones?

What they are checking: How quickly they will get productive on the bank's systems.

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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: A Senior Loan Closing Specialist is responsible for facilitating the commercial loan closing process through pre-funding and post-closing stages; including but not limited to; due diligence, imaging, coding and monitoring. Reviews attorney prepared loan documentation to ensure adherence with credit approval. Liaises between all parties to ensure timely and efficient closings that meet the expectations of clients, lending teams, servicing departments and attorney. Performs post-closing documentation collection and exception maintenance. • Prepares/Processes due diligence and supporting documentation to verify compliance with credit approval and procedures. • Completes/Processes loan coding, imaging, due diligence, insurance collection, documentation and booking ticket requests, executed documents, and. • Liaises and communicates between all parties, identifies and works to resolve issues. • Conducts initial review of attorney prepared loan documentation to ensure adherence with credit approval. • Coordinates the application of loan deposits and disbursement of loan proceeds to ensure funds are applied correctly and costs and invoices as paid at loan closing. • Collects and submits post-closing document exception clearing items. Prepares original loan and recorded documentation for transfer to record retention. Qualifications: • 3-5 years of previous banking experience. • Proficiency with commercial loan documentation, knowledge of regulatory compliance, and experience with nCino platform. • Familiarity and understanding of attorney prepared documents. • Ability to effectively manage time and multiple transactions simultaneously. • High School diploma or equivalent. • General Computer Skills; MS Excel and Word skills desired. 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 hourly salary range for this role is $ 28.37- $ 37.02 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 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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