It would also have to season on the title for 6 months. 

@Alex Sanfilippo - when you say "good time", are you referring to the time in your investing education, the economic climate, inventory in Jacksonville, or from the seasonal aspect (or another perspective perhaps?).

I guess this is kind of a question for the more seasoned guys here.  

We are looking for guidance and advice from entrepreneurs like us that have already "learned the ropes" in order to become real players in this arena.  

I am eager to meet a seasoned REI that would be opened to mentoring and showing me the ropes.

After reading plenty of material, I never came across people discussing taxes and LLC regarding buying and holding properties.So if I get this right, you would collect your rents for one year and when tax season is on, you would have to prove what maintenance, property taxes, insurance, P&I cost you in order to get it deducted ? 

This community is fabulous for newbies and seasoned investors.

I'm open to working with you, but can you check and see that they don't require 5 years of seasoning on all short sales?

Look at the multifamily investing associations to find those players and work out your google fu from there. 

Just to clarify a couple things that I misrepresented above.I would live in for 1.5 years because of this-Reno then refi after 6 months while owner occ for best terms, then stay for remaining seasoning of 1 year before I rent it out.