This document is a checklist designed to assist organizations in automating their Request for Proposal (RFP) processes in freight procurement. It outlines the challenges faced when traditional methods such as spreadsheets and emails are utilized, leading to inefficiencies and delays. The checklist aims to identify areas for improvement by highlighting key functionalities that should be present in an automated RFP process. It details various aspects such as bid evaluation and carrier performance, RFP setup and launch, awarding contracts, and bid collection and standardization. Each section poses critical questions that organizations should consider to ensure their RFP process is streamlined and effective. Furthermore, it emphasizes the importance of maintaining an audit trail and aligning rates with market conditions, thereby enhancing procurement efficiency and reducing the time spent on manual tasks.