This book chapter explores the impact of digitalization on the retail sector from both historical and contemporary perspectives. It examines the evolution of trade, beginning with barter systems in prehistoric times and transitioning to today's digital platforms. The chapter highlights parallels between historical practices, such as "silent trade," and modern e-commerce, emphasizing technology's ability to overcome physical and linguistic barriers. The rise of e-commerce and mobile commerce (m-commerce) has driven significant transformations in consumer behavior and retail models. Omni-channel strategies, integrating physical and digital channels, offer seamless shopping experiences to consumers while providing businesses with a competitive edge. Additionally, technologies like artificial intelligence (AI) and big data analytics play a crucial role in personalizing consumer experiences and enhancing operational efficiency. Ultimately, the chapter emphasizes that digitalization is not merely a trend but a necessity for the sustainability of the retail sector.