Crooked Media is a progressive political media company founded in 2017 by former Barack Obama staffers Jon Favreau, Jon Lovett, and Tommy Vietor. Its flagship podcast, Pod Save America, co-hosted with fellow Obama alum Dan Pfeiffer, airs three times weekly and grew to over 20 million monthly listeners by 2024. The company expanded beyond audio to include the news site Crooked.com, live shows, and other hit podcasts like Lovett or Leave It and Strict Scrutiny (acquired in 2022). Named after a favorite Donald Trump insult, the company aims to foster center-left political conversation and grassroots activism, even airing four HBO specials in 2018. Headquartered in Los Angeles, it uses advertising revenue to fund its operations and continues to grow its media footprint.