It’s not every day Barbara Corcoran slides into your dms, but for Caleb Simpson this was suddenly the new normal. Now, if this name is sounding familiar at all, it’s because you’ve probably met Caleb before….on your For You page. Known for his casual house tours and the signature question “how much do you pay for rent,” Caleb has amassed over 7.1 million followers on TikTok and 2 million YouTube subscribers in the past few years. Traveling from house to house in New York to LA, Tokyo, and Hong Kong, he isn’t afraid to test out a stranger’s bed or play with your pets, or listen to a soundcloud music sample. But while these videos seemed to go viral in an instant, Caleb’s journey to filmmaking was anything but easy. From finding odd jobs on craigslist to sleeping behind a curtain in someone’s living room, Caleb had to build his skillset from the ground up while learning how to survive in NYC. And before tik tok was even invented, before Caleb first picked up a camera, his journey started in the unlikeliest of places: being homeschooled, amongst his eight other siblings.  Learn more about your ad choices. Visit megaphone.fm/adchoices