Best bet is to claim your mother is of Native American decent and claim the property as Tribal Land, and open a casino.

I have begun to set some goals for myself, because without them I would not have a proper plan to begin executing them. 

Just wanted to get opinions on the pros and cons from anyone who has executed each strategy.

Our closing date is projected to be 10/15 and I seriously doubt this eviction will be finalized executed by that date.  

I screen my tenants, but I don't know if there is a way to tell if a tenant will smell bad or execute stylish moves from a credit report.

I've had luck with Foremost and American Modern, but I think Foremost offers coverage that includes vandalism and also will prorate the expensive vacant insurance rate, no minimum, if you convert to a landlord policy once occupied.   

My tenant-buyer successfully executed their option last week and purchased the house.

If the guy does no honor the Cash for keys, (I hope you put it in writing and that the property is to be left in broom swept condition without damage or personal belongings left behind) you will need to execute the Writ, the nice thing about a Sheriff Sale Writ, is there is no time limit written into it, it is literally good for months possibly longer, we were going to use it for a owner that became a tenant, and didnt want to leave about 5 months later, we didnt have to use it, but the sheriff was ok with it being 5+ months since it was issued. 

Did you execute this deal in cash or did you still seek financing?

Wholesaling, just like buy and hold, flipping, or note buying is a specific real estate strategy and there are many ways to execute a wholesale transaction, including assignments.