Jon Lovett has had a wild ride – from being plucked to write speeches for some of the largest figures in the Democratic Party (yes, like Hillary Clinton and Barack Obama)... to creating a television show… to starting the bastion of “resistance” media in “Pod Save America” and Crooked Media.

Jon takes Dan through his career, from his uncertain start through the many challenges (and joys) today of running your own company. Jon also opens up about his insecurities, his anxious energy, and how he uses those to his advantage.

For more of Jon and Crooked Media, go to Crooked.com and watch, listen and subscribe to “Pod Save America” and “Lovett or Leave it”.

Learn more about your ad choices. Visit podcastchoices.com/adchoices