My 30+ year career has led me to two conclusions - most lawyers are too risk adverse, and most entrepreneurs are overt risk takers. The art of getting a great deal closed for your client is striking the proper balance. To do that, your legal advisor needs to understand not only the basic terms of the business deal, but all the various underlying factors involved including the economics driving the deal valuation, the true business risks vs the theoretical legal risks involved in every deal, each parties motivation for wanting the deal, and a keen understanding of how all those competing factors intersect.