As you already have your LLC set up and defined, I am just wondering why you are incurring the costs, formalities, selection of trustee, potential financing hassles. etc.. of adding the land trust layer?

Creating an entity solely owned by the same individual who is the mortgagee of the property in order to bypass FNMA seasoning guidelines sounds pretty shaky in a legal world intent and form are considered over formality and function.Once again- Didn't go to law school, but I wouldn't advise any of my buyers use this method when purchasing a property from me.In addition- I'm not sure the result of doing this would be any different than delayed financing.

Be sure to work with a corporate advisor who can help you understand the formalities you will need to follow so as not to pierce your companies vail. 

I am looking to get into wholesaling and then eventually buy rental properties so I want to talk to an attorney for formalizing different contracts and things of that nature to make sure I am doing everything by the book. 

Since the house was originally seen by the tenants on Airbnb, we ended up doing a formal lease and off of the Airbnb platform, due to longevity of stay.

Even if you have 2 applications, a simple quick form to 'test' their interests and then a formal form that follows the standard questions.Collecting Rent:  Any landlord software will have rent collection available. 

Many people think addendums need to be long, formally written documents.

So, it wouldn't be a formal assumption especially since most mortgages can't be assumed. 

I never got a chance to formally house hack a 2-4 unit building since I had kids already when I became interested, but I have successfully done two live in flips.

Also, many people do not handle the corporate formalities correctly and their LLC gets thrown out in a lawsuit.