Business Banking Relationship Manager - Kenosha, WI
Posted Jul 23, 2026 · We last checked this listing on Oct 6, 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
How would you build a book of small business clients in Kenosha?
What they are checking: Whether they know the local business community and have a concrete plan for centers of influence there.
Tell me about a business banking client you grew from a deposit account into a full relationship.
What they are checking: Whether they deepen relationships through loans, treasury services and personal banking rather than staying transactional.
Tell me about a time you had to say no to a business owner. How did they take it?
What they are checking: Whether they deliver declines honestly with a path forward and keep the person's trust.
How do you keep up with a portfolio of existing clients while still prospecting?
What they are checking: Whether they have a routine for annual reviews, covenant tracking and new calls in the same week.
What would you do
A long-time client's sales have dropped and they're asking for an increase on their line. What do you do?
What they are checking: Whether they can balance loyalty with credit discipline and find a structure that protects both sides.
How do you work with branch staff to find business opportunities?
What they are checking: Whether they can build referral habits with branch teams, a common source of small business leads.
How would you describe Wintrust's advantage over a big bank to a Kenosha business owner?
What they are checking: Whether they can make a sincere case for local decision making and responsiveness without overpromising.
About the work
A Kenosha manufacturer wants a $750,000 equipment loan. What do you need from them and what do you look at first?
What they are checking: Whether they can gather tax returns, interim statements and debt schedules and quickly judge repayment capacity.
How do you calculate debt service coverage for a small business, and what adjustments do you make for owner compensation?
What they are checking: Whether they understand global cash flow for owner-operated businesses, where personal and business finances overlap.
What's your experience with SBA lending, and when would you use it?
What they are checking: Whether they know when a government guarantee can make a deal work that conventional credit would decline.
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Practice this out loudThe full job description
As published by Wintrust.