Even in your short term example you could owe $24k in taxes  why not buy something else at a $24k discount  especially if it’s really 10 years and $48k in taxes  

-I know the panhandle well in terms of STRs.

Considering Hawaii both for short term rentals (likely on the Big Island, in Kona; and/or Miami) and long-term multifamily in Honolulu, one unit I might live in.

Do you emphasize long-term holding of property or quick-turn buying/selling?

"for $___/year, we provide "x" additional inspections")6) Liability policy that covers tenant intentional damage, criminal acts, and unpaid rent when skipped or evicted (through insurance provider that provides this kind of coverage)7) Financial reports per quarter (as whatever period makes sense to you) (this can allow you to advise the owner on the health of their portfolio)8) End-of-year review of the property to show conditions and suggested needed and preventative maintenance items 9) Preferred vendor discounts (requires a contract with a vendor to give better pricing)10) Eviction protection programs (this is usually done "in house" when you have sufficient number of units under your management to be able to offer this kind of program)11) Legal services (requires agreement with landlord attorney to provide those services at set fees)12) Professional photos option (for enhanced listing)13) Professional, licensed home inspection (this is more relevant for older homes to ensure safety and habitability are addressed) 14) HVAC filter replacement program (this can also be a program offered to tenants)15) Pet and ESA screening through pet screening vendor (helps to streamline and increase quality of screening)16) Client portal account for ease of communication, updates, reports, etc.

We went into to the banks main office on Xmas eve 2009 thinking that we were there to renegotiate the terms of our renewal.

Really my question is, what’s a long term structure that makes sense for both sides?

I am looking for some help getting a liability agreement set up for my new short term rental.

If you elect not to proceed you can pass your seller my number.Because of the thin economics in the beginning I would tell him you agree to the 20 year term but want the loan amortized over 30 or 40 years.

If you come to an agent and you don't know if you like short-term, flipping, multi, condos, or single, it's not a good use of their time to help you at that point.During3.