So why let it sit and sit in the hands of a property management group or Realtor that's trying to get a benefit from it, when there is someone willing to take up the lease on and make a profit.

I have an 8-5 that brings in just under 100k and I work as a part time realtor(sold 3 houses last year and had a rental deal too) and I bartend most Sat nights(300 a night, working 4-11)If I sell the 2 family, after 15% cap gains and 2% to the buyer agent and lawyer fee and pay off all our debt(wife and myself, not mortgages) We would have about 150k left over.If I sell the cabin, after agent fees and cap gains we’ll probably walk with 60k.Would keep pushing forward?

My broker mentioned that I’ll likely end up paying capital gains on the sale.

Thanks mateBut they where only paper gains for investors, right?

You'll also benefit from watching my youtube video "Can I househack in NYC?" 

1) make the payment directly from my HELOC account2) transfer the money from HELOC to business checking account, and then make the payment from my business checking account. not an accountant, but from a tax perspective I see no benefit of one from the other, interest would not be deductible.if you are using a LLC, then money should go to the LLC but if you are buying it in your personal name and transferring then reality is there is no separation of LLC and person so you have fake asset protection.

Complicating this issue is the need to do a 10-31 due to stepped up value/capital gains tax on half of the land.  

Do they have to pay taxes in the US and do I need to withhold anything from them before paying their interests or will they report their gain in their home country and pay taxes there and nothing in the US?

If you are going to purchase SF homes in lower barrier  C/D neighborhoods be conservative with your debt, set aside plenty of reserves and consider half if not more of your appraised equity to be the result of a generous appraiser because you will likely never see the equity converted to a realized gain. 

There is the added benefit of urgency.