What’s your favorite interview question to ask? I’m prepping for my 3rd round, so far I’ve asked about systems, team structure, and reporting cadence. But I’m looking for questions that spark real conversation. What have you asked that impressed the interviewer and helped you make a decision?

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“What about your job do you hate the most”?

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How about..I do not like to give employees/Financial Advisors bad news but I gather the facts and tell them, ' you would rather hear it from me and how to do such and such correctly than be fined by a regulatory agency. FINRA, SEC.

Following… I would like to know too.

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The question I like to ask is along the lines of "what do you think are the biggest challenges in this position?". It give me a chance to show that I have tackled related challenges before, and gives good insight into the culture of the company.

A good question, but potentially a risky one, is to ask what happened to the previous person who held the job. It may seem extraneous, but knowing whether they moved up from the job is a useful point of information. It may be an uncomfortable question if people in the position have had a hard time of it. If you can find a graceful way of bringing it up in conversation it could be enlightening.

I ask the same question and pose it as 'is this position new and if the person in this role moved up in the organization, I would like to congratulate them' Good way to ask and really think it is important to find out. Just had an interview last week and did it in that manner. Opened up a nice 'how the company is expanding' discussion.

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One of my go-to questions is: “What’s something that frustrates your team that no one has solved yet?” It usually sparks a real conversation about team culture, pain points, and how problems are prioritized—or ignored. You learn a lot about leadership, ownership, and whether there’s room to make an impact.

Oooh I am definitely going to have to remember this one because this is a really great question to ask.

There is one I love to use. And how it's answered tells me a lot about a manager, but it also showcases that you've done your research about the company. Bonus is that it has caught almost every single interviewer off guard. So their reaction gives decent insight on how they react under pressure/on their feet.

"When I was prepping for this interview I saw online that (Company Name) recently volunteered at (local event). This shows me that (Comany) cares for and appreciates the community where it operates/does business. Tell me more about how you and (company) show appreciation for employees."

I like to ask what is your favorite project that you’ve worked on here? I think it puts the interviewer in a good mood and if it’s easy for them to come up with something that can tell you it’s probably a good place to work. Or if they struggle it’s probably a negative indicator. And it can become conversational as you just say something to the effect of “oh that sounds like a great project I’ve done similar things too” or maybe you say something as a follow up question like “how did you come up with that idea?”

Why is this position open?

Why do you like working here, aside from the people?

What is the promotion path in this role?

What are the 3 most important skills you want or need in the person filling this position?

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