@Max Aronov coming from a CPA who runs a firm with 300+ real estate clients, I'd stay away from "quizzing" the tax pro. Reason being that your questions will most likely touch on basic information only (you don't know the technical stuff) and you may not even understand the questions you are asking. Additionally, I can throw out all sorts of sexy acronyms that you won't understand but you'll think I look great because the other guy you interviewed didn't say anything I'm saying. But in reality, all of these sexy acronyms and citing code sections can just be smoke an mirrors if they're aren't relevant to your unique tax position.
So here's what I would ask:
1. How do you bill for your services? Hourly, value, fixed.
2. What does your client process look like - where do we start and what can I expect?
3. Can you provide an example of how you have helped grow a real estate client's business (the answer should not be related to tax and accounting)?
4. For someone in my position, where do we start in terms of tax strategies? I know there are really great tax strategies out there, I also know I may not be to that point yet. So where are we going to start?
5. Can you provide examples of how you proactively assisst your clients?
6. Can you provide an example of when you may have delivered bad service to someone and what you did to remedy it?
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Answers to the questions will give you clues as to how the CPA works with his/her clients. That's ultimately what you are looking for - someone who will take care of you and deliver a great experience.
Don't ask technical questions - you won't fully understand the answers. Don't ask "do you own investment real estate" because they can easily lie - how would you ever know?
Focus on asking questions about the client experience. How proactive is the CPA going to be? Do they offer webinars, newsletters, or other outside services to deliver extra value?
