BSA Specialist III - Investigator
Posted Sep 10, 2026 · We last checked this listing on Sep 22, 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 case where you recommended closing an account relationship. How did that go?
What they are checking: Willingness to recommend an unwelcome action
What would you do
You need more information and the business line isn't responding. What do you do?
What they are checking: Persistence across internal lines, a named duty
Confidentiality here is a legal requirement, not a preference. What does that mean for how you talk about your work?
What they are checking: Understanding that tipping off is a crime
The posting asks for one to three or more years in this area, prefers a bachelor's degree, and gives an hourly range of $28.37 to $37.02 in Rosemont. Does that fit?
What they are checking: The stated experience and posted pay, confirmed
About the work
This role runs in-depth investigations escalated from alert monitoring. Walk me through how you work an escalated alert from receipt to disposition.
What they are checking: Investigation method rather than alert clearing
The posting requires experience filing Suspicious Activity Reports. Walk me through how you write one so it's useful to law enforcement.
What they are checking: The stated requirement, and whether the narrative is written for a reader
How do you decide whether activity is genuinely suspicious or just unusual for that customer?
What they are checking: The judgment call at the center of the job
What do you understand about the requirements of the Bank Secrecy Act, anti-money laundering rules and the USA Patriot Act that shape how you review an account?
What they are checking: Regulatory grounding, not just process familiarity
How does an Office of Foreign Assets Control review differ from an anti-money laundering review?
What they are checking: Whether the sanctions side is real to them
The posting names automated anti-money laundering software, specifically Actimize. What have you used, and how do you handle a system that generates more alerts than anyone can work?
What they are checking: The named tool plus alert volume judgment
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 loudThe full job description
As published by Wintrust.