25 of Drake's best collaborations

Big Sean and Drake express the lessons they’ve learned and the importance of having gratitude on the 2015 single “Blessings.” As Drake says in his verse, “I cannot see Heaven being much better than this, yeah / Blessings on blessings for me and my n's from the 6 / Look at what we did, yeah.” 

In 2009, Timbaland teamed up with Drake on his single “Say Something.” At that time, Drake was still a newbie in the music world, so Timbaland got a chance to collaborate with him early in his career. 

Drake and J. Cole both came up in the music industry around the same time, so, surprisingly, they haven’t released more collaborations. Their second collaboration, “Jodeci Freestyle,” wasn’t an official single but rather a track that stayed on SoundCloud for years until Drake added it to his compilation album Care Package. On the track, both rappers boast about their careers and lifestyles. 

Drake is heard singing and rapping alongside Chrisette Michelle and Rick Ross on the latter’s 2010 single “Aston Martin Music.” The trio gives fans a rap love track that makes any listener feel like they're living lavishly. Even if one doesn’t own a luxurious Aston Martin, it is still a perfect song to drive to. 

Rihanna and Drake have collaborated quite a few times throughout their careers, and their musical chemistry worked perfectly. On RiRi’s 2016 dancehall tune “Work,” she teams up with Drake as he sings about how much he wants to be fulfilled sexually.

In 2009, Drake released his breakout mixtape So Far Gone. He teamed up with Trey Songz and Lil Wayne on the single “Successful,” a track that finds them reflecting on how much they want fame and fortune. 

During the 2010s, Nicki Minaj and Drake were both running hip-hop, so it made sense that they were on the same record label and were mentored by Lil Wayne. Minaj’s debut album, Pink Friday, garnered eight singles, including the Drake-assisted track “Moment 4 Life.” In the song, Drake and Minaj highlight how they want to be more present and celebratory in their life’s moments. 

DJ Khaled has always collaborated with some of the best artists in the business. It was no different in 2011 when he recruited Drake, Rick Ross, and Lil Wayne on the hit single “I’m On One.” Drake switches between singing and rapping as he highlights the mood of partying hard.

Drake was very instrumental in the early parts of The Weeknd’s career. More people were curious about the fellow Canadian artist when Drake added him to his 2011 track “Crew Love.” On the track, Drake reflects on his lifestyle with fame and staying down with real friends and family who have supported him along the way. 

In 2012, Kendrick Lamar released his breakout album, good kid, m.A.A.d city. He teamed up with Drake on the album’s last single, “Poetic Justice,” which perfectly sampled Janet Jackson’s 1994 single “Any Time, Any Place.” In Drake’s verse, he highlights how a woman should recognize how good he could treat her, but she unfortunately isn’t learning that.  

French Montana released an ultimate twerk anthem when he teamed up with Drake, Lil Wayne, and Rick Ross on his 2012 single “Pop That.” It helped that the producer Lee on the Beats used the hook to sample Uncle Luke’s song “I Wanna Rock.” In Drake’s verse, he has no problem boasting about his career successes and simply having a good time. 

After buzzing on the mixtape scene for a couple of years, Drake released his 2010 debut album, Thank Me Later. He made a women’s empowerment anthem when he teamed up with Swizz Beatz and T.I. on the final single “Fancy.” In Drake’s verse, he praises women who are intelligent and confident. 

In 2018, Migos released its third album, Culture II, which featured the Drake-assisted single “Walk It Talk It.” On the track, they call out people who wouldn’t last a day in their shoes, which plays into the famous idiom, “talk the talk, walk the walk.” Basically, if one is going to talk a big game, they better be able to back it up. 

At this point in Drake’s career, it’s pretty evident that Future is one of his favorite collaborators. He teamed up with Future and Young Thug on his 2021 single “Way 2 Sexy.” Sampling Right Said Fred’s 1991 track “I’m Too Sexy,” the rappers detail how they're too sexy for any nonsense and drama from their past. 

In 2012, 2 Chainz teamed up with Drake and producer Mike Will-Made It on his hit single “No Lie.” On the track, Chainz and Drake detail everything from dealing with women and competitors in the rap game. "No Lie" became a top-40 hit on the Billboard Hot 100. 

Future and Drake have collaborated numerous times throughout their careers, one of their early partnerships came in 2015 with the release of their mixtape, What a Time to Be Alive. The tape was entirely produced by Metro Boomin, and one of its most successful singles is “Jumpman.” Named after the Michael Jordan logo, they use the song to highlight metaphors about their lifestyles while mentioning how they’re plotting on the hip-hop game. 

DJ Khaled and Drake are all about living life and taking lavish vacations on their 2021 single “Greece.” On the track, Drake highlights how he can buy his partner all the finer things in life and take her around the world. As he sings on the hook, “Come with me, leave all of your things, yeah / We can stop at Gucci, stop at Louis V, yeah / Come with me, fly you out to Greece / Full speed, survoler Paris.” 

In 2022, Drake and 21 Savage released their collaborative album, Her Loss. Although it wasn’t released as an official single, “Rich Flex” easily became a fan favorite. One of the cool things about the track is how the song switches beats, melodies, and samples as the rappers detail their different lifestyles. 

Rick Ross teamed up with Wale and Drake on his 2012 single “Diced Pineapples.” Despite what the title suggests, the song isn’t about the citrus fruit but metaphorically about the sweetness of a woman and her physical pleasures. While Ross and Wale take the verses, Drake is heard on the hook as he sings about make-up sex. 

Chris Brown and Drake may have had beef with each other in the past, but they were able to squash it and come together on their 2019 single “No Guidance.” On the track, Brown and Drake detail their admiration for a woman who seemingly has everything they're looking for. 

Drake and Jay-Z have collaborated a few times throughout their careers. Their first collaboration came on Drake’s debut album, Thank Me Later, when he worked with Jay on “Light Up.” On the track, Drake details his fame and successes, while Jay gives him advice on how he can thrive in the business. 

Years before Drake self-proclaimed himself as a Certified Lover Boy, he brought his thoughts on love to Diddy - Dirty Money’s 2010 track “Loving You No More.” On the track, they detail how people go through relationships and sometimes lose themselves in the midst of it, such as loving their partner more than they love themselves. 

In 2018, Meek Mill released his fourth album, Championships, led by the single “Going Bad.” On the track, Mill and Drake have no problem boasting about their wealth to any hater. As Drake says, “Everybody acting like they know me, dawg / Don’t just say you’re down, you gotta show me / Bring the clip back empty / You asked to see the boss, so they sent me, dawg.” 

Justin Timberlake teamed up with Drake on his Timbaland-produced track “Cabaret.” On the track, JT and Drake are enamored by an exotic dancer, but they’re trying to get another show from her outside of her club job.

Sometimes, people will try to ride the success of other people, and Drake doesn’t want that to happen on his 2019 track “Money In The Grave.” Drake is well aware of the money he makes but wants to have money in the afterlife. As he says in the first verse, “In the next life, I’m trying to stay paid / When I die, put my money in the grave.”