Challenger to Watch: Crooked Media

For making politics personal

In January 2017, three former Obama staffers decided to do something about what they perceived as a broken political discourse in the US.

Two speech writers, Jon Favreau and Jon Lovett, as well as Tommy Vietor, a former spokesperson for the National Security Council, started a podcast to bring a new voice to a media landscape they believed had failed the public during the 2016 election campaign.

But perhaps their mission was personal. Both Favreau and Lovett were responsible for the jokes in the infamous “roast” of Donald Trump by Obama at the 2011 White House Correspondents’ dinner.

Unlike much of the US news media, Crooked talks about real issues, not just theatrics. The hosts ask the tough questions, rather than creating puff pieces. They encourage listeners to channel their new found rage into activism and involvement. And they swear. A lot.

Tommy Vietor (left), Jon Lovett (right) and Jon Favreau (far-right) recording a show.

Tommy Vietor (left), Jon Lovett (right) and Jon Favreau (far-right) recording a show.

In their own words, “armed with $100 and a pun”, the trio released the first episode of Pod Save America and founded their new company, Crooked Media. It’s safe to say things took off from there.

A commonly held belief of the right is that the left would always suck at broadcast media. On the right, conservatism had traditionally found huge audiences on Fox News and through sensationalist talk shows, like Rush Limbaugh’s, and in 2016 on Breitbart and Infowars.

But with the exception of satirical segments on The Daily Show, the left had never been able to engage audiences with regular political conversation in the same numbers and with the same fervour. That was until Crooked Media burst on to the scene.

Regularly topping 1.5million downloads per episode for the flagship show, Pod Save America is now a twice weekly fixture in the political landscape, with a host of progressive voices queuing up to take part in a raucous one hour dissection of the stories of the week.

Within a few weeks of launching the pod, Jon, Jon and Tommy were conducting Obama’s last interview in office, just hours before leaving the White House for good.

At the heart of Crooked’s challenge to the mainstream media is its ability to bring an ease and star quality to a conversation that is traditionally wonky and stilted.

In September, they sat in Hilary Clinton’s basement and asked her about why she thought she’d lost the election. They took the show on the road to rally for Ralph Northam in the tight race in Virginia.

At the heart of Crooked's challenge to the mainstream media is its ability to bring an ease and star quality to a conversation that is traditionally wonky and stilted. Crooked has introduced people to political discussion for the first time and shown that it can be hilarious, energetic and productive, all at the same time.

Crooked now releases eight shows per week with topics ranging from foreign policy to social activism. The live shows sell out within minutes, and the recent European tour has seen the hosts greeted by full houses in Stockholm, Amsterdam, Paris and London.

If 2017 was anything to go by, Crooked Media is just getting started.