New investor looking for advice- househack property analysis, CPA

[Grace Olinger]

Hello everyone, 

First of all, thank you for all the information that everyone has provided on this forum, it's very helpful for someone like me who is new to real estate investing.

I am a first time homebuyer who only learned about benefits of real estate investment and house hacking within the last two years. I have just taken my first action and got a loan preapproval letter for owner occupied multi family few days ago and was hoping that I could get some advice from people who have been at this position in the past.

1. For house hacking, what would you say are some of the big things to take into consideration when analyzing the property?
2. How have you dealt with tenants that come with the property at the time of purchase?
3. In areas like Greater Boston where it is seller's market, I have heard that it's expected that you do cannot add home inspection contingency, what is the best way to deal with this to make sure that you are not purchasing a property with big issues?
4. What should I look for in a CPA and what kind of fees can I expect to pay? I have always had "easy" tax returns that I could file via Turbo Tax, but since I would like to continue to invest in real estate after the first property and I do not know all the implications of rental income, I was thinking about finding one.
5. (Greater Boston specific) Do you have a CPA that you can recommend to a new investor?