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I am also adding another bath in another portion of my house and expanding the bedrooms.

I have some General Contractors I know in the area I partner with to help new investors get financing and flip houses.

Should i use part of a home equity loan to put a down payment on another house to rent out? 

Plus, it gets people coming to you looking to sell their house instead of you chasing them.

Also I am considering purchasing a yearly plan and request for a prorated refund once I flip the house.

Last time I checked, there were hundreds of spreadsheets and I'm sure many of them are designed by/for flippers. https://www.biggerpockets.com/filesYou can always find fileplace at the bottom of every screen, left menu.I also recommend you go to etsy.com and search for "house flipping spreadsheet."

Are you comfortable having someone wandering around your house?

We could sell this one, purchase the new house with a couple of small rentals but I do not believe we could get a similar cash-flow.

My largest concern is that as we go lower in rate, housing supply will ultimately be unlocked putting downward pressure on rents/asset prices.