I have learned to avoid general contractors and anyone who is too cheap (eg "craigslist handymen" unless its like demo and hauling, etc.)  

Demo, Ikea kitchen install, LVP install, painting, load bearing beam install, reworking a hallway.

Simultaneously, you could either convert the existing SFR on the front lot to a duplex, or build a second SFR on the front lot, or potentially demo the house and rebuild a new duplex on the front lot (demolition has some restrictions, which you can look up on the city's website).