I have been in the business since 2004 and I know the SFV very well as I was born and raised here.

Born and raised in the SFV, I know it like the back of my hand.

Once #3 is rented, gradually raise the rent on #1 and #2 if you don't want to shock them with a big increase. 

If so, review Schedule B and see if any exceptions for this are raised.

This is especially true when the founders are going to be successful if a startup starts to raise money in order to be successful.

Add value and raise rents for a refi?

Existing tenants and leases become a liability if you want to raise rents and/or remodel. 

I was raised frugally, so I spend little by nature.

I told them that while I would like to buy it, it would probably be a lot smarter to hold onto it for the rest of her life, that way the cost basis would raise up at that point and you'd pay no taxes. 

I am looking to raise capital for my fund that invests in SFH home sales and rentals on Long Island.