I am planning to replace the carpets with luxury vinyl flooring in both the living space shown in the picture and the bedroom.

If you tried raising rents, and your tenant ultimately leaves, are you able to find a replacement tenant at market rent the first day it is listed or would it take a couple months to rent the unit.5) What was the previous landlords history of raising rents, and what is the tenant used to?

You will patch a lot of walls, replace a lot of flooring and appliances.

$40k into the deal with down payment, closing costs, replacing furnaces/adding AC, and a couple misc. items.

The current windows are super old and need to be replaced, I just don't know where to start.

Recently in my quarterly visits I like replacing the hvac filters, run some diluted chlorine down the ac drain line, the water is very hard so I recently started running some drano down the lines.

It sounds like you have replaced all the big-ticket items so there shouldn't be much else to break. 

I suspect it might be allowed for me to reuse most of the boxes, outlets, switches, and lights, but would likely have to replace all the wire that was pulled behind walls as well as the main panel.  

Glue down is easier to replace a single piece, so that is what you find in any commercial setting. 

They have to charge for their time.Also assume that all systems are going to need repair/replacement.