There's plenty of internal disagreements in each party, and taxes happen to be one of the areas of frequent clashes between legislators from the same party.Why can't everyone in Congress just agree on more tax benefits?

I found a seller who is motivated to sell his property at a pretty steep discount.My plan is to put the property in escrow on an executory contract/land contract with the condition that the title will transfer once the seller receives his funds.

@Chris Rendall couple comments,@Wayne Brooks is correct if it was a Homeowners policy now being transfer to an LLC and used as a rental. 

I jumped into this property hoping to house hack/buy and hold after I transfer out of the area.I had some hubris after my first investment and am still naïve in the investing world.

Fannie Mae will allow you to transfer the deed to an LLC if you decide to try to go the conventional route, but the loan would still be in your names and you'll need to pay a title company a second time post-closing to do this  for you. 3) I can't speak for the area so no comment there4) If you're self managing, make sure you find vendors you can trust in the area since you won't be able to easily verify if an HVAC guy, plumber, etc. is trying to rip you off and tell you to buy something you don't actually need. 5) Make sure you have clear alignment of goals and a clear operating agreement that spells out what to do if those goals start to not align in the future since you'll be jointly obligated to these properties. 

Unlike our real estate investment, there weren’t hefty transfer fees involved in either the purchase or sale.

These are really questions for your attorney - the more typical scenario for a jv like this is you have a new LLC where you are the manager of the LLC and the investor also owns a percentage of it.that way you don't have to deal with transferring it etc. 

Plus, other routine tasks like transferring loans and providing payoffs were way more difficult with them than it should have been.

Start by using a land trust and transfer the deed to your LLC later, once you’ve acquired a few more properties.If you’re willing to move and remodel, consider getting a 30-year loan on your next property.

Now, youre under the gun on a refi needed to finance another purchase and the loan you were counting on isnt - and never was - available to you because of an error that wasnt caught due to a lack on internal quality control.