Specifically webcomic related:
Webcomic Alliance (highly recommended, everythibg from 101 lessons to convesions, prints, mental challenges, longform comics, and everything in between).
ComicLab (similar to WA)
SpiderForest (interviews with SpiderForest creators about comic topics)
Making Comics (interviews with comic creators. Not webcomic specific).
For entertainment:
Critical Role (pnp campaigns made by Geek and Sundry)
The Steven Universe Podcast (interviews with the voiceactors and creators of the show, a lot of behind the scenes content and indepth analyses of the episodes)
Still Untitled - The Adam Savage Project (he is so motivating in his enthusiasm about making and getting people to make things!)
The Bright Sessions (superheroes go to therapy)
The Good News Podcast (pretty self explainatory. Made by Cards Against Humanity)