The credit unions in my area only work with bigger companies so just know I have already reached out. 

Will the title company put this property under our LLC name, and won’t be required to legally inform HUD/tax authorities. - will it influence property taxes once we move to conventional loan in 3 yrs? 

The company cries the blues about having to inject money into maintaining the trees so they can make a profit.

  $100,000 fine for any company per individual employing illegal aliens. 

The only other question I would suggest is that you do engage a property management company to review your quad and review your monthly financials.

We do have a property management company and even with our experience with LTR's, just no way we could effectively manage this home without local property management. 

Hi Jon from Boyertown, PA-You and your fiancé are interested in buying your first short-term rental and wonder profitable areas to purchase with a budget up to $500,000.I would look at places along the west coast of Michigan, Grand Rapids, Kalamazoo, and near Ann Arbor, MI.It is important to understand the local STR regulations in each community and partner with a property management company that can help your navigate that and manage it well for an excellent guest experience.Don't forget to look into bonus depreciation and doing a cost segregation study to increase the tax benefits of ownership and if you "materially participate" in the management of the property per IRS guidelines it can offset active W-2 income which most real estate cannot.To Your Success!

Can you please share your CPA and Prefab ADU company details?

Single-family management companies are seeing interest from buyers.

Do any of the tenants have Dogs (Breed restrictions are individual to each company).These may not prevent you from getting insurance but they may limit the number of companies willing to insure it.