I had another lawyer tell me that in the event I sold this property the title company would issue a check to the land trust but since I do not have a bank account for the land trust depositing the check into my LLC account will be an obstacle.

The funny part was whenever we were socializing and he would get into a conversation with a stock broker money manager type guys..

1) Communicating with property mangers on tenant issues, vacancies, etc. 2) Listening to/Attending Webinars regarding real estate investing3) Driving for dollars4) Searching MLS and online for on-market deals5) Working on the business's social media accounts 6) Posting and reading through real estate forums (Such as this one) for real estate purposes (finding deals, educational purposes, etc.)

Even though the city is very willing to not be an obstacle in building the community is outside my abilities right now. 

you should just walk away and refer them to social services

And they will look at things like mortgages, insurance policies, bank accounts, personal social media posts that may talk about the house, utility bills, leases signed by you personally, etc in an attempt to pierce the corporate veil.  

For anyone who is in the STR industry, what would you say is your biggest obstacle to success? 

They're accessible and provide a good starting point for market research others in social media.

Important: I am much more on the leftist / progressive / social justice side of the spectrum and not super interested in screwing others over - mutual benefit while doing good is my preference.1.

However, Ivan's local expertise and our strong relationship helped us navigate these obstacles.