San Jose, located in Silicon Valley, is conducting a unique experiment to train artificial intelligence (AI) to identify homeless encampments. Companies have been invited to mount cameras on municipal vehicles to collect footage of streets and public spaces, which is then fed into computer vision software to train algorithms to detect tents and lived-in vehicles. The city hopes that this technology will help address complaints about homeless encampments more efficiently. While there are potential benefits, concerns about privacy and potential misuse have also been raised. San Jose's pilot project could influence how other cities adopt similar detection systems. The ongoing debate surrounding AI surveillance of homelessness and its implications for privacy and human rights is expected to intensify.