They are desperate for any sale because of their massive car payment! 

They have a desperate need to prove to everyone else how smart they are as an investor.If I had the time I'd love to go back and dig up some of those threads from 2014 or 2015 and see what the "cash holding" crowd actually did, if they did anything. 

And personally, I’ve never been desperate enough to rent to a bully breed.

One common theme that all education on wholeselling is that you have to find a "motivated seller", someone who is desperate to sell, the more desperate the better, because desperate people are emotional and emotional people make bad decisions.  

Does that desperate tone scare people off?

Sellers were more desperate to get creative.

Lest we forget, it was the 'really smart guys who we should blindly trust because they work for banks' who got the ball rolling down the path to financial destruction, realized in 2007, not Cleetus the Slack-Jawed Wholesaler.Sure, it's honorable to come to the defense of the desperate seller who gets taken for a ride by an ill-prepared 'wholesaler' who, for whatever reason, can't close.  

If you are desperate to rent the property (I do not know how long you can afford to hold it) then go for the single divorce guy, if possible use a  very clear and well written 6 month lease.

It really depends on the real estate market and the appraiser has a big influence on determining value as well - typically sellers and their agents will have a pretty good understanding of the market and what they should list their home at - in some markets today where people are seeing price cuts may have their purchase prices less than what it would appraise for if they are desperate to sell. 

You've merely found a seller desperate enough to believe the BS that is given to them from person's like yourselves.2.