1st short sale question--HELP

I have aquired my 1st short sale opportunity and need a little help. I had the seller deed the property into a land trust and assign the benificial interest to me. I will not record until I know I have a deal with the lender. I have my end buyer already lined up with the assumption that the short sale lender approves the short pay.
My dilema is that I have spoken with the title company and they wanted top give me a heads up that my end buyer’s lender that is funding me so I can fund the short sale lender may have a problem with either the flip issue or the chain of title and length of time I have had the title. Any help is greatly appreciated.

Any advice would be helpful from all of you seasoned veterans.