I am researching as we speak how he can capitalize on insurance, for example, by having these multiple, high dollar executive buys bundled.  

Hi Jesse, I've never executed an investment in that sort of real estate.  

I like to make plans and execute them ;) Feeling accomplished when getting them done.Shopping around currently, have not had relationship with local lenders yet as I am new to the area.

I specifically remember an attorney saying something to the effect that this executive order is most likely not valid because it interferes with a private contract between two people.

@Cian Hamill I think that is from this executive order which I think is still in effect but I am not 100% sure.

There isn't enough inventory locally for him to cater to the large multi-unit investors, still pay staff, and do any of the other garbage they 'advertise' like lobbying and government outreach.

Also insure there are no pending demolition orders in place waiting to be executed once a tax deed has been issued.

It seems like havinggreat rapport with the tenants would be a key aspect for sure.Sharing your planand asking the tenant which improvements they would be willing to pay for inthe form of increased rent sounds like a really simple but smart strategy toultimately get their buy in before executing the work.Thanks for sharingyour experience and I'll be sure to tread lightly if I do decide proceed inthat manner.When youself-managed most of your portfolio, what were some easy but key steps thathelped you build this type of working relationships with your tenants? 

Execute.

The executive order prohibits enforcement of such an order IF the tenant can prove that he or she has been impacted (medically or financially) by COVID.