In 2005, Arianna Huffington launched The Huffington Post with co-founders Kenneth Lerer, Jonah Peretti, and Andrew Breitbart. The Huffington Post was created with the goal of becoming the liberal version of the popular conservative news site at the time, Drudge Report, which was gathering headlines from around the world. At the time, Huffington herself had published a number of books and articles and had experience in politics, so at first, the site drew some of her celebrity and high-powered friends. Within the next few years, The Huffington Post was reaching 26 million visitors per month, becoming one of the most iconic media companies of her generation. After six years, HuffPost needed more money, so Huffington struck a deal with AOL’s chief executive officer, Tim Armstrong. In 2011, Arianna Huffington sold The Huffington post for $315 million.

During that time, Huffington was also expressing her strong views of the war on drugs, “The drug war has been one of the worst domestic-policy catastrophes in American history… In 2012 some 658,000 people were arrested for marijuana possession, and fighting marijuana use alone costs federal and state governments $20 billion a year.” In 2009, she wrote an article in The Huffington Post, “Ending the War on Drugs: The Moment is Now”, criticizing the Obama administration for slowly stopping the war on drugs. Huffington wrote, “Earlier this year, Attorney General Eric Holder announced that the federal government would no longer raid and prosecute distributors of medical marijuana who operate in accordance with state law in the 13 states where voters have made it legal.” Then, a week later, the DEA raided a licensed marijuana dispensary, and Huffington was not happy. Huffington continued to put pressure on the administration by sending copies of “This Is Your Country On Drugs” to the Attorney General and waging a war on the war on drugs.