As they would be working with marketing-critical to my business-I could be taxed in both the US and whichever country they are located.How do others deal with Virtual Assistants' taxation?

Find all of the owners contact information(cell phones, correct mailing addresses, emails, etc)4.

Hold him responsible for all rent payments until a new tenant is found, or the end of his lease, whichever comes first.

They will know the HELOC is for the home purchase because they are going to source the funds.run your plan by the lender in detail before you buy anything, this way you aren't guessing what will happen. delayed finance is 75% LTV or 100% HUD1 whichever is lower

There aren't many easy jobs out there, but trying to teach 160 + students every year that don't care about anything in life but their cell phones and being disrespectful is ruthless.  

I will also be looking for a new real estate team in whichever area that I choose to invest so if there are any real estate agents or hard money lenders that I could start to build a relationship with now, that could possibly sway my decision.

I just think there's more than one way to look at his situation and that he should choose whichever suits his situation best.

@Bill Rogers I agree with John, what you could do is get updated pictures and a 3D tour (I also recommend taking a cell phone video).

job = whichever will pay you the mostreal estate = go owner occupied & rent out parts of the propertycall banker to apply for loan. 

I've requested that both units be cleaned and vacated by June 30, closing on July 1.it's a good thing yours are both MTM so they only require 30 days notice to vacate, and yes it's the seller's responsibility to get them out.make sure whichever unit you choose to vacate, you keep the one paying the higher rent, if applicable.