I know from searching the member area, there aren't many members in the Wiregrass Area to connect with, but I am eager expand my knowledge into the flipping side of real estate and look more into taking my career to the next level. 

(fun fact: a trust is not an entity)  S-corp and C-corp are tax structures under federal tax laws. 

We do all the property management ourselves, but wanted to "go to the next level" with an apartment.

Hello BP,I was wondering how do you evaluate/determine your comfort level with regards to leverage. 

The most common advice was to put the home into an LLC and then add the LLC to a trust. 

You can even have an attorney available 24/7 for less than $40.00 a month.TITLE: Since you live in Illinois you should use an Illinois Land Trust to take title to all future purchases.

Trust the numbers and don't force them.In similar situations I let it go, tell the seller my last offer stands then let it sit for another month or six weeks before sending them a revised offer and re-engaging with them.Good luck, trust the numbers, they won't lead you astray but your emotions will.

Liam,I think the laws are borough by borough; however the level enforcement can vary. 

The property has a current tax valuation of $861k and I am looking to purchase the place for nearly double that (it's actually a great price for the building trust me!). 

If you don’t want to go the management company route and are comfortable with going passive, check out DSTs (Delaware Statutory Trusts).