Transitioning from a data warehouse to a data lake offers immense potential for scalability, cost savings, and enhanced analytical capabilities, yet it presents numerous challenges that can disrupt business operations. Key difficulties include managing SQL dialect differences, maintaining data integrity during migrations, and handling complex data pipeline dependencies. Datafold emerges as a solution by automating SQL translation, data validation, and streamlining the migration process. This platform reduces manual workload, ensures data accuracy, and builds stakeholder trust by identifying and resolving data discrepancies early. Real-world examples, such as Thumbtack and Dutchie, illustrate how Datafold's tools have successfully facilitated migrations, saving time and costs while ensuring data reliability. By addressing these technical challenges head-on, companies can effectively leverage modern data platforms for advanced analytics and machine learning without being hindered by traditional migration obstacles.