Common things trustees are scared of:
1. Good lawyer that you're willing to bankroll. If a good lawyer a case (meaning the lawyer think the trustee may be liable) then the trustee will start to get scared.
2. If there are environmental problems that he's inherited.
3. If there is a conflict that he stumbled into.
This is probably the most complicated area of bankruptcy law and it's really hard to win because most of the time, the debtor is in bankruptcy, i.e. broke, and the trustee has a huge firm that backs him up.
Be sure to designate "best answer." If you live in S. California, you may call my firm for a consultation 818-507-6000. The above is general legal and business analysis. It is not "legal advice" but analysis, and different lawyers may analyse this matter differently, especially if there are additional facts not reflected in the question. I am not your attorney until retained by a written retainer agreement signed by both of us. I am only licensed in California. See also avvo.com terms and conditions item 9, incorporated as if it was reprinted here. Please visit my web site: www.tilemlaw.com for more information about my services.
You wrote, "What are the most common legal liability fears of a bankruptcy trustee? ...There probably aren't more than 6-10 reasons making up 99.4% of the reasons"
You are writing this forum for a "Top Ten List of Bankruptcy Trustee's Liability Fears," with the intent of matching one or more of the items to your problems, because "It is not feasible for [you] to describe enough factual details to be useful."
Lawyers make a living on analyzing facts and applying the Law to those facts. I suggest you gather your facts and consult a local attorney and eschew this "Letterman Show" approach to resolution of your legal problems.