It's literally impossible for me to rank Taylor's songs because there are too many different conflicting factors for me to consider...
If I rank them lyrically, Dear John is top 5, but if I rank them by playcount, Dear John isn't even top 20. If I rank them by playcount, Sparks Fly is second, but if I rank them by how unique they are, Sparks Fly isn't even top 10. If I rank them by production, Haunted is top 10, but if I rank them by lyrics, it isn't even top 15. If I rank them by how sentimental I am about the song, Love Story and Tim McGraw are top 5, but if I rank them by other factors, those songs are lower in the ranks. Damn Taylor for making so many songs that I love
EDIT: It's a lot easier for me to rank the songs within their albums, but to compare album to album is impossible.