crowsman, I agreed with tstore as well (or at least, gave the post a vote of confidence, if you will, via kudos).
I do get the whole "a penny saved is a penny earned" thing, really - I often take advantage of how fee listing offers work so that I can get the best value out of them, but at some point the cost/benefit ratio doesn't make the effort worthwhile. Where that point is is probably up to each individual, but it's like those people who drive an extra 10ks to get a few cents more off the price of petrol - by the time the round-trip's done, they would have been better off (financially and time-wise) buying at the local petrol station, and you do have to think about the impression a $10 item listed at $100 or best offer is going to give prospective buyers - none of them will know you're prepared to accept 90% less from a glance, and many could think it's an out of stock item with a grossly inflated price to prevent sales.
For those that do click on the listing, it will probably be difficult to convey how you want the listing to work because wording anything to do with offers often results in listing cancellations and policy violations (unless you have buyers already in the know, I suppose).
A penny saved is a penny earned, but sometimes it's more valuable to spend that penny because the return is higher.
