Should I buy a multi-family?

[Matthew Catanzariti]

First off I'll give you a little background on myself. I'm currently 23 years old and make around 70-80k. I have no student loan debt or any other form of debt. I myself think owner occupying a multi family residence would be the smartest financial move for me personally. I eventually would like to be able to live off of income obtained by owning property. The problem is everyone I talk to including my family try's to tell me that owning a rental is just a headache having to deal with tenants and everything else associated with it... Could anyone who has actually done it or has knowledge on it give me advice on which way to go?

Thanks in advance for any information!

P.S I live in Eastern Massachusetts so homes are expensive!