Honestly, when Dropout started, I liked pretty much every show. Now they've been adding a lot of new shows, and I'm not as thrilled with all of them. But that's okay, and supporting a service where I still like most of the content, plus ensuring that the performers and staff get paid well and treated well is worth it at $5 a month (with an annual subscription).
Even if this did affect current subscribers, I'd still gladly pay the increase, and I'm going to continue recommending it to friends. New subscribers still have the huge backlog of all previous content to work through!