Relationship Associate, Business Banking
Posted Sep 15, 2026 · We last checked this listing on Sep 30, 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
The referrals here come from community bankers and business bankers inside Wintrust. How do you build a relationship with an internal referral source who has no obligation to send you anything?
What they are checking: Internal business development, which this job depends on
Tell me about a deal you declined. How did you handle the relationship afterward?
What they are checking: Holding credit discipline without burning the referral source
What would you do
You'd monitor a tickler report in Moody's for borrower reporting such as financial statements, tax returns and annual site visits. What do you do when a borrower keeps missing their reporting?
What they are checking: Follow-through on covenant monitoring, which is easy to let slide
How do you balance a pipeline of new requests against the servicing work on deals you've already closed?
What they are checking: Time management across two competing demands, called out in the posting
How do you work with credit administration when they want something you think is unnecessary?
What they are checking: Working across the credit boundary without either caving or fighting
About the work
This role generates small business relationships through the Small Business Administration loan programs. What SBA lending have you done?
What they are checking: Specific SBA experience, which is the heart of this job
Walk me through how you evaluate an SBA loan request against both bank loan policy and SBA standard operating procedures.
What they are checking: Command of two rule sets at once, a named duty
How do you assess the risk in an industry you haven't lent to before?
What they are checking: Industry analysis method rather than reliance on a credit score
The posting names fair lending rules including Regulation B, the Fair and Accurate Credit Transactions Act, the Home Mortgage Disclosure Act and the Community Reinvestment Act. Where does a small business lender most easily get that wrong?
What they are checking: Real regulatory awareness, not a list of names
The posting asks for a bachelor's degree or equivalent and two or more years combined in relationship management, lending, commercial underwriting or small business banking. Where do you sit against that?
What they are checking: The stated minimum, confirmed
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Practice this out loudThe full job description
As published by Wintrust.