Jobs › Wintrust

Senior Relationship Manager I, Business Banking

Wintrust · Arlington Heights, IL · $98,000–$132,000 a year · Full time

Posted Aug 14, 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

The posting asks you to build and manage a network of centers of influence and referral sources. How do you build one from nothing in a new market?

What they are checking: Whether they have actually built a referral network or inherited one.

You would manage renewals and collection efforts on past dues and defaulted loans. Tell me about a credit that went bad on you.

What they are checking: Ownership of a loss, which reveals whether their book is real.

How do you keep a prospecting pipeline going during a quarter when you are busy servicing existing clients?

What they are checking: Discipline about the activity that pays off two quarters later.

This asks for a minimum of six years of combined credit and lending experience, prefers a formal bank credit training program, and states a salary range of ninety-eight to one hundred thirty-two thousand dollars plus bonus. What would you want to know about how the goals are set?

What they are checking: That they read the terms and will ask directly about how they are measured.

What would you do

You carry annual goals for loan and deposit volume, cross-sales, call planning and fee income. Which of those is hardest to move, and what do you do about it?

What they are checking: Honest self-knowledge about the part of the scorecard they find hard.

How do you cross-sell treasury services to a business owner who only came to you for a loan?

What they are checking: Expanding a relationship without damaging the reason they came.

A prospect you have been calling for a year finally engages, but the deal the bank would approve is worse than what they have now. What do you say?

What they are checking: Integrity when walking away costs a year of effort.

Arlington Heights is a specific market. What would you want to learn about local businesses there in your first three months?

What they are checking: Market-level thinking rather than a generic territory answer.

About the work

This book is businesses with generally up to twenty-five million dollars in revenue. What does a company that size actually need from a bank?

What they are checking: Whether they know the segment, which behaves nothing like middle market or small business.

Walk me through how you would structure a loan for a business whose financials are not as clean as you would like.

What they are checking: Credit judgment on real small-company books.

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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 • Family-friendly work hours • With 200+ community bank locations, we offer opportunities to grow and develop in your career • Promote from within culture Position Summary The Relationship Manager, Business Banking is responsible for the acquisition, retention and expansion of new and existing loans, deposit, and treasury relationships. This role will primarily cover the Northwest Suburban market with the ability to generate business across the Chicagoland area. What You'll Do • Responsible for annual goals tied to loan and deposit volume, cross-sales, call planning/prospecting and fee income generation • Manage and grow existing customer relationships with businesses that generally have up to $25M in revenue • Negotiate proper loan structure and effectively cross-sell products • Maintain properly documented files, manage renewals and collection efforts on past dues and defaulted loans • Build and manage a professional network of COI's and referral sources • Maintain a stable network of prospective customers with a consistent approach to calling • Work closely with internal partners to generate internal referrals as wells as developing an external network of centers of influence Qualifications • Bachelor’s degree in finance, business or accounting or related field • Completion of formal Bank Credit Training program preferred but not required • Minimum 6 years of credit and lending experience combined • Prior B2B, business banking, or consultative outside sales experience in financial services • Excellent verbal and written communications skills • Strong interpersonal skills with a proven ability establishing client relationships 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 $98,000 - $132,000, 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-Flexible 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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