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This position has closed. Wintrust removed this listing from their careers page on Sep 26, 2026. The interview prep below is still useful, and there are similar open roles at the bottom of this page.

Relationship Banker (Douglass Park) - Chicago, IL

Wintrust · Chicago, IL · $21.00–$28.00 an hour · Full time

Posted Sep 15, 2026 · We last checked this listing on Sep 25, 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

Tell me about a banking relationship you built over time. What did it start as?

What they are checking: Whether they grow relationships or process transactions.

Wintrust positions itself as the alternative to the big banks. What do you think that means at a branch counter?

What they are checking: Whether they have thought about the employer at all, or applied to every bank.

Tell me about a time you did not sell someone something.

What they are checking: Whether the customer's interest wins when it costs them a sale.

How do you bring in new customers rather than waiting for them to walk in?

What they are checking: Whether they have generated business or only served it.

Tell me about a month you missed your targets. What happened next?

What they are checking: How they respond to falling short, which is more telling than a good month.

Tell me about working with a colleague at the branch you found difficult.

What they are checking: Whether they can work with someone they do not like in a small team.

What would make you stay at a bank for five years?

What they are checking: What they actually want, in a role with high turnover across the industry.

What would you do

This role requires Spanish. Tell me about serving a customer in Spanish on something financial and complicated.

What they are checking: That the language is genuinely working-level, not conversational, for financial terms.

How do you find out what a customer needs when they came in for something simple?

What they are checking: The needs conversation, which is the core skill of a relationship banker.

Walk me through explaining an account fee to a customer who is annoyed about it.

What they are checking: Whether they can hold a policy and keep the relationship.

A customer asks you to do something with their account that seems off. What do you do?

What they are checking: Whether they recognize a fraud or coercion signal, which branches see regularly.

About the work

How do you keep track of the customers you promised to call back?

What they are checking: A real follow-up system, since this job is mostly remembering to return.

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.

Practice this out loud

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.” Wintrust was founded with the idea to be the alternative to the big banks. We are looking for top talent to join Chicago’s Bank®, as a full-time Relationship Banker! 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 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 What you’ll do: As a Relationship Banker, you will build and retain meaningful relationships with your customers, using your financial knowledge to recommend thoughtful solutions to meet their needs. In this dual role, you will contribute to the success of the branch by: • Building lasting relationships with customers, discovering their financial needs and tailoring product and service recommendations • Collaborating with business partners (Mortgage, Wealth Management) to connect customers to experts who can help with specialized needs • Operating a teller drawer serving customers in the lobby/drive-up • Opening accounts, performing account maintenance and assisting customers with digital products • Recognizing potential fraud and other risks • Depending on the shift, you might be responsible for bank opening/closing • Helping support community and bank events Qualifications: • 1-3 years of experience in a customer service, financial service, or sales role • Retail banking experience preferred • High School Degree or equivalent • Intermediate computer skills • Must be able to lift up to 50 lbs • Bilingual Spanish 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 hourly rate for this role is $21.00 - $28.00 along with eligibility to earn an annual bonus. Actual pay rate 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.

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