This research paper delves into the multifaceted field of construction management, examining critical aspects such as the inherent risks faced by contractors during the bidding process for lump-sum projects, particularly in unfamiliar urban settings. The paper identifies various uncertainties and potential risks, including project safety, constructability, financing challenges, material costs, and inflation. It outlines essential criteria for contractors when selecting projects to bid on, emphasizing project delivery methods (Design-Build, Design-Bid-Build, Construction Management), the importance of understanding the Request for Proposal (RFP), and a thorough assessment of the project scope, encompassing deadlines, tasks, features, and costs. Furthermore, the paper explores effective negotiation strategies for contractors, including inaction, yielding, contending, and problem-solving, emphasizing the significance of preparation and presentation in securing project awards. The paper concludes by summarizing the key topics discussed, providing a comprehensive overview of the challenges and strategies involved in successful construction management.