NB not my cup of tea but I'm sure he's done better in his standup specials.
Re: Jane's song, I watched with my 17 year old niece who told me it was a parody of an earnest song about the second day of college, trying your best and not putting too much pressure on yourself, etc. that's been memed and covered a lot. She played the original version for me and like the parody, it does go on and on. So maybe Jane was trying to be faithful to the original? Regardless, it wasn't that interesting or funny.