This report provides an in-depth analysis of password cracking tools, specifically focusing on Cain & Abel and Ophcrack, within the context of cyber security. The assignment begins by outlining a scenario involving a business transitioning to an online platform with a password-protected FTP server. The core of the report involves the installation and testing of these two password cracking tools. It explores their functionalities, including dictionary attacks, brute-force methods, and the use of hash keys. The report details the steps involved in using each tool, providing screenshots of the user interfaces and the cracking process. Furthermore, the report compares the two tools, highlighting the advantages and disadvantages of each, such as the automated nature of Ophcrack and the need for specific DLL files for Cain & Abel. The analysis includes a discussion on the countermeasures to strengthen passwords and prevent unauthorized access. The report concludes with a summary of the findings, emphasizing the importance of password cracking tools in assessing system vulnerabilities and recommending their use based on the provided criteria and comparison.