In this engaging discussion, Nani Jansen Reventlow, a renowned human rights lawyer and founder of the Digital Freedom Fund, examines the evolution of freedom of expression in the digital era. She delves into how this fundamental right interacts with modern challenges. Deniz Wagner, an advisor at the OSCE on freedom of media, highlights the complexities that artificial intelligence introduces to free speech, urging for more transparency and accountability in tech platforms. Together, they explore the delicate balance between expression, democracy, and digital rights.