Should you listen to that content? A lot depends on you and your disposition, your daily worries, what things tend to distract you from Christ, etc.
My gut tells me to suggest that you be careful. The last time I listened to anything from them (and it has been a while, admittedly) I found the content more likely to make me angry about the world than hopeful about Christ. Critique of the world and of the church has its place, certainly. But a daily diet of it can be toxic, and I know many believers who have been gorging themselves on it for a while now. Even if the critique is often on point, a preoccupation with it can make a person gossipy, angry, fearful, and unsympathetic toward those with whom he disagrees.
Perhaps Wretched Radio doesn't move others in that direction like it would me, or perhaps it has changed recently, or perhaps I've just happened to sample a lot of cultural/church critique from them and there's actually more going on... so you might find better-informed feedback than I can give, and I'm open to corrective opinions. But like I said, my gut says you should examine your heart and first ask why you are drawn to this content. If it's because some part of you likes getting angry, being in on the gossip/critique, being more right than other believers, etc. — then you should find content that makes you love Jesus more and cultivate humility instead.