I'm a part of the younger generation who will be going Glastonbury, and honestly before he was been talked about headlining 2020, I knew next to nothing about Kendrick except he had a song called Humble that I had heard, tbf I'm not a rap/hip hop fan. I gave all his albums a listen and couldn't get into it. Read up on him and you do see how big he is and is worthy of headlining. Just a shame if these are our 3 headliners that none of them are a must see for me with it been my first Glastonbury, but I get that the pyramid headliners are a tiny part of what Glastonbury is about.
I was at Billie's performance at Reading in 2019, and she had a huge crowd that were all going for it, but that demographic was massively for her. I don't think it will be the same at Glasto and the crowd may be weaker. Everyone says her shows are great, and they are, only when she is surrounded by her fans, hopefully I am proven wrong. And having watched Kendrick's Reading performance on YouTube, it wasn't great and doesn't make me me think I need to go see him, and that was once again a demographic he is more aimed at. But I do think that it was his performance rather than the crowd on that occasion.
Either way I hope I am proved wrong and they smash it, they both deserve to headline without a doubt, they just aren't for me and I am been pessimistic with how their performances will be compared to everyone's expectations.