Jobs › Wintrust

Relationship Manager, Business Banking - VP/SVP

Wintrust · Oak Lawn, IL · $98,000–$158,000 a year · Full time

Posted Feb 24, 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 the size and makeup of the business banking portfolio you manage today.

What they are checking: Whether their book and deal size match what a VP or SVP level role at this bank expects.

How do you bring in new business banking relationships consistently, year after year?

What they are checking: Whether they have a repeatable prospecting engine through referrals, networking and calling.

How do you mentor less experienced bankers or analysts?

What they are checking: Whether a senior banker develops others, which is expected at this level.

Tell me about a time you lost a client. What happened?

What they are checking: Whether they reflect honestly on why relationships fail and what they changed afterward.

Who are your best referral sources, and how do you keep those relationships strong?

What they are checking: Whether they have a real network of CPAs, attorneys and advisors that will follow them.

What would you do

A strong client wants terms outside policy. How do you present it to credit?

What they are checking: Whether they argue exceptions with strong mitigants and transparency rather than pressure.

A client's business is struggling and they're avoiding you. What do you do?

What they are checking: Whether they engage early and honestly to protect both the client and the bank.

About the work

Walk me through how you'd structure a loan for an acquisition of a competitor by a client.

What they are checking: Whether they understand acquisition financing, goodwill, cash flow projections and guarantor support.

How do you build a full relationship with deposits, treasury and personal banking for the owner?

What they are checking: Whether they deepen relationships across the bank, which drives profitability.

Interest rates move sharply. How do you talk to clients about fixed versus variable rate debt?

What they are checking: Whether they can explain rate risk and options like swaps or fixed terms clearly to owners.

Practice this interview out loud.

Offer builds a real interview for this exact role at Wintrust from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

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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 annual discretionary bonus eligible • Comprehensive benefit package including medical, dental, vision, life, a 401k plan with a generous company matches and tuition reimbursement to name a few • Family-friendly work hours • Promote from within culture The Relationship Manager, Business Banking is responsible for acquisition, retention, and expansion of new and existing loan, deposit, and treasury relationships. This role provides exceptional customer service by taking ownership of the customer experience. What You’ll Do • Responsible for annual goals tied to loan and deposit volume, cross-sales, call planning/prospecting, and fee income generation • Grow and manage customer relationships with businesses that generally have up to $25M in revenue • Nurture and develop existing portfolio by assessing and meeting client’s business and personal needs • Negotiate proper loan structure and effectively cross sell products • Maintain properly documented files and 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 Qualifications • Bachelor’s degree in business, finance, accounting, or related field • Completion of formal credit training program preferred but not required • Minimum 5 year’s commercial credit and lending experience combined • Prior B2B, small business banking, or consultative outside sales experience within the financial services industry • Exceptional oral and written communications skills • Strong interpersonal skills with a proven ability establishing client relationships • Excellent organizational skills with the ability to proactively manage and prioritize workflow 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 - $158,000, 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-AC1 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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