Integrating legacy systems with modern technology presents several challenges, primarily due to compatibility issues and outdated architecture. Legacy systems often utilize older programming languages or hardware, making it difficult to connect them with contemporary applications. Additionally, integrating these systems may require significant time and financial investment, which can deter organizations from pursuing modernization. Another challenge lies in data migration; ensuring that data is accurately and securely transferred can pose risks. Organizations must also contend with limited documentation of legacy systems, making it hard to understand functionalities. Successfully addressing these challenges is crucial for achieving seamless integration.