Kaytlin Bailey's nothing-to-lose honesty and brazen comedic style is sure to make you laugh – and/or avoid eye contact with your Comic Kaytlin Bailey's bio. significant other...and mom. Kaytlin started life in the spot light, as an only child! Her ex-hippie-liberal mother, and ex-military-"birther" father gave her a unique and fearless perspective. Kaytlin graduated from the College of Charleston in Charleston, SC where she studied History, Theatre, and why being an only child makes you annoying. After graduation, she ran field campaigns for a progressive political consulting firm, and traveled all over the country. After two years, twelve cities, nine states, working 100 hours a week Kaytlin was strung out on Hope, Change, and Adderall. After the 2010 election cycle she decided to put down the clipboard, and pick up a microphone. In July, 2011 Kaytlin packed up her 1997 VW Cabrio convertible and moved to NYC to begin her comedy career. And that's where she's at.