I recommend always going for conventional if able because the PMI is drastically lower than FHA and you have to refinance an FHA into another loan in order to get rid of PMI at the 20% equity point (conventional PMI falls off automatically).

(This is an unofficial duplex)I pay Utilities (Electric, Water, Internet)I want to refinance (possibly cash-out refi) this property and put it under an LLC.I then want to then use my capital to purchase another home using an FHA loan.Can anyone please give me any advise that they think would help guide me through this process.

You can cash out refinance and hold the cash out proceeds on your books until you find a larger deal you want to purchase. 

In other words, does owning a short term rental make it harder to refinance to purchase your next property?

If you can, bring the deal and just borrow money from a partner at a set interest rate until you can pay them back and then while you’re saving money to refinance it they get interest on their loan.

This can be done by way of a cash out refinance.

Then if banks refinance for around 70% ( investment property). 

Hi,I am considering to buy one or more investment properties via a cash-out-refinance against another investment property which we already own in our own name.For which property can/do I deduct the paid interest once I file my taxes?

You can always refinance to pull cash out down the road, but maximizing cash flow is a very common goal.

I am trying to pull the 2 businesses together for greater focus.My goal is to find a way to build an addition onto my house to act as an in-law suite / airbnb rental but I will need to pay myself over the several months that it will take to build the suite.Second note is that my house is up for refinance in about a year and a half so it would be great to wrap both loans into the refi with a little cash-out if possible.