Return To Work - Chicago
Posted Sep 15, 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
Tell me about your career break and what you are ready to bring back into the workplace now.
What they are checking: Whether they can speak about the break with confidence and connect it to readiness for the work ahead.
What skills or experiences from your time away do you think will make you better at this job?
What they are checking: Whether they see the value in their life experience and can link it to work outcomes.
Tell me about a time in your earlier career when you delivered strong results under pressure.
What they are checking: Whether their past track record shows they can handle the pace of a large financial firm.
Why Morgan Stanley, and why financial services, especially if your background is in another industry?
What they are checking: Whether their interest is specific and considered rather than just wanting any job after a break.
Tell me about a time you had to rebuild a skill or relearn something you used to know well.
What they are checking: Their comfort with being a learner again, which the program expects of every participant.
What would a successful end of the program in May look like for you?
What they are checking: Whether they have clear goals for the program and are thinking about converting it into a lasting role.
What would you do
This is a 16-week program with training and mentorship. How do you plan to get up to speed quickly on tools and processes that changed while you were away?
What they are checking: Whether they have a realistic, active plan for closing gaps instead of waiting to be taught.
Some roles in the program, like Financial Service Representative, need the SIE exam. How would you prepare for a licensing exam while starting a new role?
What they are checking: Whether they can manage study and work together, and understand licensing is part of the job.
How do you handle getting feedback from a mentor or manager who may be younger or less experienced than you were before your break?
What they are checking: Whether they can accept guidance with humility while still bringing their own judgment.
Imagine your first week, you are given a task in a system you have never used and your mentor is out. What do you do?
What they are checking: Whether they are resourceful and willing to ask others for help rather than freezing or guessing.
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Practice this out loudThe full job description
As published by Morgan Stanley.