Lev Vygotsky’s educational theories explain the importance of social interaction, cultural context, and guided support promoting cognitive development. My paper examines Vygotsky’s contributions within a historical and cultural context during early 20th-century Russia. Vygotsky’s constructivist perspective emphasizes the role of cultural tools, language, and symbols that are essential for learning to occur. Learners must work collaboratively with a More Knowledgeable Other (MKO) who can offer scaffolds which allows the learner to stay within their Zone of Proximal Development (ZPD), in order to be able to problem-solve and think independently. The modern application of Vygotsky’s ideas is explored through the lens of Artificial Intelligence (AI) and its role as a digital MKO that can provide individual support, enhance collaboration, and address diverse learning needs. This paper also offers opposing viewpoints to Vygotsky’s theories as well as modern-day implications. Integrating Vygotsky’s ideas with emerging technology can promote independent thinkers and create inclusive learning environments.