SVP, Chief Fiduciary Officer
Posted Aug 17, 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
The posting names the Prudent Investor Rule, the Uniform Trust Code and the Employee Retirement Income Security Act. Tell me about a matter where the governing law changed your recommendation.
What they are checking: Applied legal knowledge rather than a recited list.
You advise executive leadership on the fiduciary implications of new products and markets. Tell me about a time you told leadership that a growth plan carried fiduciary risk they had not priced in.
What they are checking: Willingness to slow the business at senior level.
This sits on the Wintrust Wealth Management leadership team, working with the chief executive, the senior compliance officer and the managing directors of administration. What would you want to know about how that group makes decisions before taking the role?
What they are checking: That they evaluate the leadership dynamic, which determines whether the job is doable.
What would you do
This role reviews governing documents for fiduciary risk as part of pre-acceptance. What makes you decline an account that the business wants to take?
What they are checking: Willingness to turn away revenue, which is the core of the fiduciary function.
You would be the final escalation point before the trust discretionary committee for complex discretionary decisions. How do you decide when a matter needs the committee rather than your own call?
What they are checking: Where they set their own authority boundary at the top of the function.
How do you build a fiduciary risk framework with account reviews and exception tracking that the trust officers actually work with rather than around?
What they are checking: Designing controls for adoption in a relationship business.
How do you keep fiduciary standards consistent across trusts, estates, guardianships and agency relationships when each team has its own habits?
What they are checking: Consistency across account types, which the posting names explicitly.
About the work
Walk me through how you would read a trust agreement with an ambiguous distribution standard and form an opinion for the trust officer.
What they are checking: Document interpretation depth, the daily technical work of this seat.
You would participate in regulatory exam readiness and responses with the Office of the Comptroller of the Currency and state banking regulators. What does a well-run exam preparation look like?
What they are checking: Exam experience, which is not something you can fake at this level.
The posting asks you to drive modernization of fiduciary processes, including technology and data governance. Where does technology actually help in trust administration, and where is it oversold?
What they are checking: Realism about automating judgment-heavy work.
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Practice this out loudThe full job description
As published by Wintrust.