Months later, Tenant then accuses me of “threatening” her because of the keys situation.

I’d love to hear your thoughts on strategies to achieve breakeven or positive cash flow in the long term.

The only inconvenience is I have to pay booking.com a commission at the end of the month, and I have to remit the local taxes myself vs.

@Jose Martinez if $8500 per month was your cash flow number and you have reached it then it is time to start paying down the debt. 

This project I expect to have fully complete renovation wise in 2 months and am coordinating alongside my full-time PM support. :)

Quote from @Jeff Murdorf: I am also a VIP member. 7 months no results.

If your average heating bill is $150, you may not collect enough in the winter months when the bill reaches $225 but you'll collect extra in the summer when it drops to $65.

Your question was answered but I am curious - Why would you take out a HELOC for a six month cd? 

10% in a month?

Philly has a ton of opportunity, but since you are new to the area, I would suggest waiting six months before you buy anything there so you can really understand the block construction of the area.