Maybe i can help by giving the lender's perspective and some quick things you can look for to discard or get a good a short-sale prospect.
If you want to be taken serious and get quick responses from lenders my advise is to present a pre-hud with a sale price so that they can see the estimate net proceeds they will be paid.
Take a few hours put the numbers together by looking for liens , hoa, taxes and any other debt needed to be paid at closing.
In your example if that property has a second mortgage or other liens that will eat up the lender's net proceeds susbstancially? move on !
A foreclosure costs 5-10k the lender can wipe most liens and pay less in HOA fees by proceeding with the foreclosure (taxes and municipal liens survive the foreclosure in most states).
Holding hope that you can negotiate with other lien holders is a waste of time 9 out of 10 times, you are better off discarding those prospects and move on to the next.
Prime candidates for short-sales are properties with no or little additional debt aside from the note holder ofcourse...So start there!
This will give you a regitimate case to present the lender and the borrower that a short-sale is in everyone's best interest.
Back to your case! If the property is worth 240k present a sales price of $200k (15%-20% off of market value)
Hud would look something like:
200k- Sales price
6%realtor commissions 12k -- closing cost and taxes - lets call it 15k (very rough numbers)
200k-12k-15k=173k .
Now, you have the lender's attention by providing them a posible exit to the defaulted loan.
The 15%-20% under market value you are offering will be reasonable to the lender as they will weight in the legal fees and cost for foreclosure and cost of the time they will hold the property as an REO. on maintenance, manpower and lost profits on interest the $ should be generating.(Look at the note interest rate )
Once you are communicating with the lender and your offer is taken serious get pictures and estimates for the repairs in question send them over to the lender and negotiate the credit.
worst case scenario for most lenders is having to fix repairs and hold properties for even longer.
Please Understand, that my 2 cents come from my background in default management.
Lender's procedures and their approach vary substantially. I do not have much experience in wholesales
Hope this helps!
Best of luck.