I listen to a few podcasts regularly, but I thought I ought to boost my podcast consumption with respect to creativity. Here are some ones I like because they inspire me to take risks and because they pump up my fragile self-esteem.
WTF with Marc Maron. Maron has been podcasting from his garage since 2009. His guests tend to be fellow comedians, but occasionally he veers into other realms, such as when he famously had President Barack Obama as a guest. Maron has a philosophical bent, and he also has his guest speak about their origins and their creative processes, so I find his guests' commentary often inspires me to think about taking risks, something that comedians are forced to do every day.
Your Creative Push. Host Youngman Brown interviews people from all kinds of creative fields: writers, painters, musicians, small business owners, you name it. The goal is to encourage people to work on that project that they've always wanted to do but are waiting for something or someone to get out of their way. The podcast emphasizes bucking up creative people who have been struggling to achieve their dreams. Brown is a thorough interviewer, and he gets the most of out of the experiences of his guests.