So long as your original fee to open the account is booked as a personal contribution to your business and all the transactions are business-related, it seems like your best solution until you get back stateside.

I personally like his #3 approach of treating this as two separate transactions because you are maintaining control. 

Oregon is a prime region for seller and creative financing on real estate transactions.

Most HOAs in this area don't allow short term rentals, only long term tenants. 3) Make sure you have a great team to guide the transaction so nothing gets missed!

Everyone else is transaction based and walks away with the commission when the deals closed.

You need to hire an agent in NJ that specializes in short sale transactions and has experience with this!

While they are two separate transactions, this would essentially leave you with $3k of net taxable income. 

I do not accept cash app or zelle as those seem better suited for personal transactions than for something like rent payments.

Quote from @John McPherson: Looking for tips on the best way to sell my Rented Homes in 1 transaction .

It would be hard if it was just your son as the IRS might doubt it’s an arms length transaction.