Then I would still have to do additional work on kitchen,bathrooms, leak around chimney, garage doors, and other misc items.

Carrying them upstairs is a pain though. 

Without an exact numbers breakdown of each option (which should obviously be my next step), I think my ideal situation would be to sell the SF and roll the equity into this, leaving me with a modest holding cost that I can absorb with my stable W2, and keeping the HELOC for any larger ticket items I need during rehab.

The hard part is figuring out what you can easily delegate but that is true of most businesses (I was good at it when I worked for someone else, but not good at it for my own items but want to improve).  

@Eric Lahoda, is it typical in your market to charge fees for those items separately?

In my state, we have to produce an itemized list of all expenses that came out of the deposit within 30 days of tenant moving out.  

Also, the biggest ticket item will most likely be the main sewer line disconnected, What was the quote for the repair?

With that said, for someone young and just starting out, needing to figure out all of those items; my go to answer is some form of a house hack.

As you can tell, I'm not very fond of the overpriced "gurus"Carry on...

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