Dillon began his career on YouTube, uploading his first public video to his channel, PICKLEandBANANA, in 2010. Over his five years on YouTube, Dillon has amassed over 2.6 million subscribers on his channel, as well as more than 175 million views on his videos. Dillon also gained exposure due to the YouTube supergroup ‘Our2ndLife’ where he, Connor Franta, Justin Caylen, Kian Lawley, Trevi Moran and Sam Pottorff went on an international tour and amassed a total 2.