No right of way taken on side street, concerned about city's perspective, loss of  square footage. 

I would much prefer to keep it as the method you are currently doing. 

He's concerned that doing so will affect his future ability to borrow for a personal mortgage.

It concerns a serial killer that was found to have murdered two people, possibly more.

I am not so much concerned with the process as what the state codes are (i.e. length of support beam without vertical support, materials to use, etc).Either way I would also like to have someone come in and take a look. 

I am not so much concerned with the process as what the state codes are (i.e. length of support beam without vertical support, materials to use, etc).Either way I would also like to have someone come in and take a look.

Does anyone have any methods or ideas as to how to find Roommates / Tenants for this sort of thing?

Labor and capital are really the only two methods that generate income.Fix and flipping, along with property management, wholesaling/brokering, or developing (among others) are really jobs. 

I'm going to try the BRRRR method and keep going until I cant.

You'll find them a variety of ways: expired listings, landlords who have filed for eviction, probate sellers, pre-foreclosures, and as referrals from active agents, just to name a few methods.