Other local lenders I have used recently do not have very favorable terms. 

I buy and hold and do short term rentals and mid term rentals.Located in Racine Wisconsin  Hello Gabriel: I also live in Racine County there are some great deals our way and including southern milwaukee county too!   

Cincinnati and Dayton are great markets for both cash flow and long-term appreciation.

Staying local and house hacking—especially now, before kids—gives you so much flexibility to set yourselves up for long-term success.Your financial foundation is super strong, and house hacking a quad sounds like an amazing first step for you two.

I do have some investment experience and I'm currently managing 1 property, all the numbers are great and there's a good amount of cash flow and long term growth so I'm not a total green horn. 

Once you do this conversion you can't change it back to a traditional long-term rental. 

I'll work with an attorney to assist with drafting that.Q2: Yes, I'll talk to my CPA but we'll most likely hold the property for at least 1 year under the LLC given our timeline to design, permit, build and sell the property, meaning I should avoid short-term capital gains.  

Quote from @Steve Englehart: I currently have two long term rentals and am looking into buying into the short term rental arena.  

Is the mid term rental business that you have a 'rental arbitrage' business?

The worst part is they refuse to help me get the account back, quoting their terms of service and stating they are not liable for any issues with my account.