Transparent. It's on Amazon Video and stars Jeffrey Tambor as a divorced father of 3 kids who comes out as trans in his 60s. The show won a few awards a few months ago, so I'm not sure it's as overlooked as it was initially. Another serious show (but funny at times) is Togetherness on HBO. Just completed its first season and is a great mixture of (mostly) drama and some comedy. If you want something funny, I'd throw out Broad City, Mr. Show, anything related to Chris Lilley, Peep Show, Whitest Kids U' Know, The Kids in the Hall (I like sketch comedy a lot), The Larry Sanders Show, Bored to Death, etc. Some of these may be more well-known than you're looking for, so I tried to give a few extra recommendations to hopefully expose you to something you're not familiar with.