I typically advise investors to wait until after closing before quitclaiming a property into their LLC.

This is the reality of the lifestyle of the typical tenant. 

Typically you cannot 1031 out of a syndication as the partnership (ownership enttiy) must be the one to do it, not an individual investor.2.

Typically, a client that has a STR and materially participates should be able to take advantage of a cost segregation done on the property.

.#10 CONTRACT - make sure what you are doing STR is listed in the contract - typically in the addendum section.   

- Of course, most of these PMCs weren't even properly licensed and were typically one-person companies.If you have an LLC, the PMC will only need the LLCs EIN.- If you chose to set up your LLC as a pass-thru entity, then you will need to supply your SSN.FYI - to avoid getting nasty letters from the IRS about errors (which might cause us to be audited), we will ask for a copy of your EIN assignment letter or a copy of your SSN card to confirm those numbers.

I am not a lender, I'm an investor that typically buys major city-center multifamily. 

That will typically generate a response from the PM to negotiate a settlement and avoid an investigation.

Typically will be rent by rent strategy (which is tough for none owner occupants) or College rental.   

I think the heating cost that the OP mentioned is reasonable and typical.