FORTUNE — Ben Horowitz grew up listening to hip-hop and to this day remains an unabashed fan. It’s the music that he listens to, what’s in his head a lot of the time and what often inspires him to write some management lessons on his blog. Horowitz, who has become friends with some of hip-hop’s biggest stars, also believes there is a connection between rappers, who had to overcome obstacles and bootstrap their careers, and entrepreneurs.
At Fortune’s request, he created a playlist of his all-time favorite hip-hop songs, and you can read annotations of these classics over at Rap Genius, a site Andreessen Horowitz invested $15 million in.
“Juicy,” The Notorious B.I.G. (Annotated lyrics)
“I Ain’t No Joke,” Eric B. and Rakim (Annotated lyrics)
“Rebel Without a Pause,” Public Enemy (Annotated lyrics)
“The Message,” Nas (Annotated lyrics)
“Can’t Tell Me Nothing,” Kanye West (Annotated lyrics)
“Let Me Ride,” Dr. Dre (Annotated lyrics)
“Mind Playing Tricks on Me,” Geto Boys (Annotated lyrics)
“A Week Ago,” Jay-Z (Annotated lyrics)
“Swiss Francs,” Ryan Leslie (Annotated lyrics)
“Keep Ya Head Up,” 2Pac Shakur (Annotated lyrics)