As I pick myself back up to get on the horse I'm looking for any advise or a mentor in the South Suburbs of Chicagoland that I can partner with and learn from.

Or am I putting the cart in front of the horse and I should be doing something else first instead?  

Not playing horse shoes.You !

We keep domestic animals (dogs, cats, horses) and some animals for food (chickens, pigs, goats) and that's it. 

Hate to beat a dead horse but you should have had this all figured out before bidding at auction.

My wife and I have a horse, and ultimately would like to have a horse property (we really like Corrales) where we can raise our children (no kids yet!).

@Steve Smith as you can see from above, without beating a dead horse, the insurance was not adequate for your rent property.

For now, my cart is so far in front of my horse.  

Policy are much looser than it was before, so i'd reach to the lender and explain and see what options you have before putting the 'horse in front of carriage' type deal.its good to always be prepared but more information is needed if I can give more feedback (and possible others on this board),

Just about everything's been covered, so I won't beat a dead horse.