Why yes, Dorthy, self-employed people do pay estimated quarterly taxes … The brouhaha started when Drudge tweeted, “Just paid the Obamacare penalty for not ‘getting covered’… I’M CALLING IT A LIBERTY TAX.” Jesse Lee, the Director of Progressive Media at Barack Obama’s White House, responded that that was a “Flat lie, no fee for previous year,” adding, “Scary how much influence he once had.” Lee’s response to Drudge set off