@Gino Barbaro- Lastly, I was told that if I am going to rent it anything more than 30 days, I can still do it without any permit requirements. 

I’ve spoken to several GC’s that have all said this is doable and safe.I’m sure everyone is going to push the permit side on this forum, but can anyone make a case for not pulling permits? 

The note would typically have a Due-on-Sale clause as well, that permits the noteholder to immediately call the entire amount due at any change in ownership.Just think of the seller as the bank (other than a Contract for Deed situation, as Don said).

Per the link below, I'm seeing that in a "sleeping space" that the ceilings are permitted to be 7' (or less, for a bathroom):https://www.map-strategies.com...However, the chicago code says the height should be 7' 6":https://chicagocode.org/13-64-....So which is it?

They could be good source for leads, they should be able to do the site work or refer to someone 'recommended' who can.For bare land- Your short 2month timeframe for permitting (city or county) and utilities is not going to be realistic or even close, most of the time.Your best bet is to find land that has a mobile (demo and scrap it) then replace.

Verify all permits for add ons.7.  

I've worked on projects and am familiar with the permitting process in Waco. 

I have no personal interest in owning anything in FLA  I like doing deals for others but not own and especially not build.. time lines for permits are insane there at least they were, maybe that has gotten better..

There are also communities that permits are permitted such as Olivia Beach and Road's End (with existing permit). 

If work hours permit, it may be good to dip into investing while you still are making earned income, and then once you have some experience, make the jump.