County permits was a huge challenge on this particular project.

This was our first fix and flip project and it took us awhile to work through the process from purchase, permitting, construction, and sales.

@Courtney Duong If the leases permit the tenants to pay for property management and you decide to self manage, you can charge the tenants for you to manage the property.

with her, I would suggest you do the same with this individual and do a deep dive into their finances and employment prospects and see what can fit.The bottom line for me is that I see this getting far, far worse.

If you can, you may need a moving permit for the move.

I'm doing some digging here at BP and found some prospective companies: All-State and Liberty Mutual are some potential candidates.

Make sure that permits are pulled and inspections are done for any work requiring those items.

Maybe in residential you can get away with it, but when making adjustment to commercial holdings and selling the properties, these statements are very important when working with the banks, prospective buyers and their associated lender. 

I would not do it again from an investment perspective, as it is a very lengthy process having to deal with the historic department in your city and fighting in public hearings to get your plans approved and your permits going.

Also, how would insurance and pulling permits work in that situation?