In this episode of the Arts Management and Technology Lab, Melida Hernandez and Christine Rivera dive into the intersections of technology, identity, and representation in digital spaces and media. Melida explores how AI-based recognition systems, often trained on biased datasets, misclassify transgender and non-binary individuals, which impacts their self-presentation, psychological well-being, and digital agency. Melida also discusses how these technologies replicate real-world prejudices, limiting the fluidity of gender expression online, and highlights the lack of diversity in AI research teams, where women make up only 10–15% of staff. Christine’s research, on the other hand, focuses on how scripted and streaming television depicts motherhood and women’s reproductive choices, connecting these portrayals to broader issues such as policy, workplace inequality, and the “motherhood penalty.” Together, they unpack how media archetypes, algorithmic bias, and social platforms shape public perception and reinforce gender roles, calling for more inclusive storytelling, equitable AI design, and better systemic support for women and marginalized communities.