The document discusses challenges that may arise during the due diligence process and potential solutions. It outlines issues that could occur with the due diligence team's expertise, interest, or communications. Challenges with the entrepreneur such as being too busy, inexperienced, or unwilling to accept advice are also examined. The document provides examples of quandaries a leader may face, such as how much coaching is needed or whether to involve non-members. Potential solutions are presented without going into detail.