RIP Coolio, who breathed new life into a familiar psalm

Coolio in 1995, the year of “Gangsta’s Paradise.” Photo by Steve Eichner/Getty Images

By PJ Grisar September 29, 2022

Coolio, the Grammy-winning rapper and producer who rose to prominence in the 1990s, died Wednesday at the age of 59. Among his many achievements was providing a new tune to a familiar staple of Jewish life.

In his single, “Gangsta’s Paradise,” Coolio opens with the lyric, “As I walk through the valley of the shadow of death/I take a look at my life and realize there’s nothing left.”

Coolio is subverting Psalm 23, a psalm of David expressing trust in God as shepherd. Coolio, born Artis Leon Ivey Jr., may have heard the Psalm in church, but Jews often hear it in Hebrew during the seudah shlishit (the third Shabbat meal), or recite it in times of trouble or as part of funerals. 

The line, often translated as “Though I walk through a valley of deepest darkness/I fear no harm, for You are with me,” was in Coolio’s hands (with an assist from Stevie Wonder’s “Pastime Paradise”) altered to reflect a bleaker condition of life in his hometown of Compton, California, where “death ain’t nothin’ but a heartbeat away.” In this space, God can’t be relied upon. Something else needs to break the cycle. 

The song ends with a plea, as Coolio’s collaborator L.V. sings, “Tell me, why are we so blind to see/That the ones we hurt, are you and me?”

It’s a testament to Coolio’s words and music that the single is remembered and still celebrated, even as the film it was made for, “Dangerous Minds,” about a white teacher who introduces her East Palo Alto Black and Latinx charges to poetry via Bob Dylan’s “Mr. Tambourine Man,” was rightly maligned even in 1995 for trafficking in racist stereotypes. (Sadly, the music video is forever marred by the puzzling presence of Michelle Pfeiffer.)

“Gangsta’s Paradise” gained further traction when parodist Weird Al Yankovic spun it into the song “Amish Paradise,” which begins, “As I walk through the valley where I harvest my grain/I take a look at my wife and realize she’s very plain.” 

Naturally, Jews followed Yankovic’s lead, producing many riffs referencing Jewish practice. 

Coolio wasn’t thrilled with Yankovic’s interpretation, declining his request for permission. Due to copyright law, he could not stop him from making the track, and it was released on the 1996 album “Bad Hair Day.” Coolio responded by writing a public statement slamming Weird Al, but, years after the fact, realized his mistake, offering a lesson in teshuva during this period of reflection.

In a 2014 interview, Coolio explained that he had apologized to Yankovic and came to realize that the jokester’s desire to parody was, in fact, a compliment. 

“I was wrong,” Coolio said. “It’s one of those things where I made the wrong call and nobody stopped me.”

One hopes that Coolio’s family may take comfort in the Psalm he used to such great effect. We all might consider Coolio’s own words, and his wish for a better world.