Thanks for any insights!

Hello my fellow members, as always I post my question with great hope that you help me with your insights.

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.

You have a lower interest rate on the mortgage, but if you turn it into a rental and sell it in 5 years, you will have to pay capital gains tax. 

Thank you for your insights in advance!

You're probably eligible to sell and pay no capital gains on up to $250k profit if you file single, $500l if married filing jointly.

I really appreciate your insight.

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.