Aaron Painter explores how the current methods of online trust, such as passwords and security questions, fall short in establishing true identity assurance. We also delve into the idea of combining physical and virtual identification to build trust in a more secure and holistic manner. We discuss the challenges of online trust and how the current internet landscape lacks the ability to authenticate individuals effectively. Explore potential solutions, such as privacy masks, which allow individuals to control the information they share while still being part of trusted networks or communities.