Obviously the biggest location-specific down side to Mammoth is our transient occupancy tax at 14%.

Since you are in Singapore, I would link arms with an accountant that has knowledge in the international taxation space.

@Timothy GordonThere are no laws preventing or restricting you from purchasing real estate in Canada - possible exception being Prince Edward Island which restricts the amount land ownership to off-islanders (Canadians included).You will find financing is somewhat different than in the U.S.A. and when it comes to taxation, the CRA likes to get their payment up-front from non-residents.    

@Ilan FriedmanI'd recommend onboarding a CPA that has experience with both international taxation as it relates to the US and real estate.There are multiple filing exposures unique to a US citizen living abroad and the penalties for even non-willful negligence are steep.

Aside from the potential for strong return, there are a number of other benefits to syndication for this type of investor, to name a few:It's about as passive as it getsPass through taxation = passive loss?

Somehow I don't see them willing to give up taxation of that investment gain so easily.2. this is born out with a statements from Pub 523 You can meet the requirements for a partial exclusion if the main reason for your home sale was a change in workplace location, a health issue, or an unforeseeable event.  

We’d be looking at tax at the 15% rate presumably.

- Is it better to have rental income come through an LCC (pass through taxation), or personal name?

No, I was not planning on running it as an S corp.I think it automatically defaults into being taxed as partnership if taxing is not elected...1) So I guess it is recommended to do taxation of a double member LLC as partnership, right?

Laws can vary drastically from state to state and even city to city.Regarding a CPA, you want to focus on a CPA that specializes in real estate taxation.