Here’s how I make my best-of playlists.
1) Make a playlist of every song added to my iTunes library in the past year. (3,000-5,000 songs)
2) Make a second playlist of only the songs that were released in the past year. (500-2,000 songs)
3) Choose one song per artist to put into the best-of playlist. (150-350 songs)
4) Organize the songs from favorites to least favorites.
The end result is a playlist of songs released in the past year, limited to one song per artist. (If a musician is featured on another artist’s song, it’s possible they’ll show up more than once, e.g. there will only be one Jean Grae song on the list, but there could also be a song by Talib Kweli featuring Jean Grae.)
On each page you’ll find a Spotify playlist and a list of all the songs. I put videos/links to the songs for the first ten-ish on each mix, and also for any song that isn’t available on Spotify.
I get that my lists are super long, but I figure it’s better to have more songs and people can take from it what they want. If you’re interested in my top 20 tracks of the year, check out 1-20. You can do that for the top 10, 100, 300, etc.
Here are my best-of lists by year: