If I buy a condo that is not cash flowing to live in I will have immediately brought a liability that I want and will have the comfort that I seek but, it won't  taking me to financial freedom as quickly as a cashflowing duplex.  

I would love to seek your guidance.

And kudos for seeking input from investors on how to set yourself apart from other GCs!

Similar situations happen with contracts which tie up the property and prevent the homeowner from seeking additional methods of selling.Add all that up and combine it with the fact that it's super easy to just get a RE license, allowing that person to have better access to real estate sales data and to legally accept commissions for helping people sell, and I just don't get why people even bother wholesaling.  

She could no longer make payments, she "shelled up" and didn't say anything to the family, didnt seek help from professionals,  ruined her credit, owes a deficiency judgment, and is embarrassed to be around family members and friends who later found out the house is gone.

Like the buys isn't seeking a mortgage?

Maybe he is a lot busier these days (market has improved) it may not be worth it to him now.Look at it from his side, however seek out someone who can accomplish what you need with full cooperation and understanding of your goals.

My plan, I would not extend the lease of the current tenant and allow them to seek a new residence by end of school year.

On a side note.... if you change your mentality to look for win- win deals instead of selfishly seeking what you can steam-roll someone for, you will find yourself more successful in the long run. 

Seek list from your county of individuals possibly in distress for example tax delinquent list or code violations.