Starting To Plan Out My REI Journey and Asking if I'm Crazy

[Dren Aguado]

My Current Situation:

My main goal in the next few months is to house hack a multifamily property in Chicago. 

I am currently interviewing for jobs and hopefully land one as a RE assistant to learn more about the industry aside from books and podcasts. 

Questions: 

- Should I be searching for properties and working with lenders now? or should I wait until I land a job?

- Would I be shooting too high and crazy to even think of acquiring a $500k property as my first house hack? (Soon will be making $30k-$40k annually with a credit score of 700ish) >_>