We've increased rents on 2 of the other 3 units and soon to be all 3 of the other units.

This can affect the feasibility of collateralizing your hard money loan, and the refi (you might need two, or three, loans instead of one, which not only increases the difficulty of getting the refi(s) through underwriting, but could mean 2-3 sets of origination and closing costs).

Buying the right open lot in a dense city that attracts a lot of Millennials and place a Tiny home on it.

I'm about to approach the tenant with a new lease / terms with the "baked in" escalator rent increase. 

The cleaner an offer is the more the seller will find it attractive provided the money is OK.

I like to look at it as to what type of tenant would this property and neighborhood attract. 

How can I not get screwed on the backend when trying to refinance with out increasing the value.

OK, so I know people talk about this all the time and everyone has their own opinions, but two separate individuals that I highly respect in the real estate field told me that mortgage rates are going up by the end of...

Would houses with this kind of cooling system be able to attract high quality tenant?

Once you see your savings rate consistently increasing, go for your Heloc idea to buy a property.