In 2019, JetSet invented the world's first automated-interactive conversational chatbot campaign using Instagram DM automation. Madrid is considered to be one of Manychat's "super users," for consistently achieving opt-in conversion rates that are more than three times higher than the norm set by the digital marketing industry. Through his conversational chatbots on Instagram, he generated over $20 million worth of sales and hundreds of thousands of leads. He has collaborated and/or shared speaking stages with Eric Thomas, Tai Lopez, Dan Fleyshman, Sean Whalen, Tom Anderson (Myspace Tom), Dave Asprey, Josh Snow, Daniel G, Dan Fleyshman, Andy Frisella, Ed Mylett, Lewis Howes, Jason Capital, Alex Morton and Grant Cardone.