Drake

At 37 years old, Drake has this physical status:

At the age of 15, Drake, eager to begin his career as an actor, was introduced to a high school friend's father, an acting agent. The agent found Drake a role on the Canadian teen drama series Degrassi: The Next Generation. Drake portrayed Jimmy Brooks, a basketball star who became physically disabled after he was shot by a classmate. Drake reportedly disliked this character arc because of its apparent tokenism (his was one of the only black characters in the series), and he also believed it could negatively influence his standing as a rapper. Longtime series writer James Hurst said that Drake threatened legal action to redo the storyline, before ultimately agreeing to it. Madeleine Robinson, the executive director of the Californian non-profit organization Wheelchair 4 Kids, praised the storyline and Drake's performance, noting "he instilled confidence and representation" to disabled youth. When asked about his early acting career, Drake replied, "My mother was very sick. We were very poor, like broke. The only money I had coming in was [from] Canadian TV." He appeared in a total of 100 episodes between 2001 and 2008. In 2010, Drake expressed interest in playing Barack Obama in a biopic, to which Obama responded with approval in an interview in 2020.

According to Degrassi series creators Stephen Stohn and Linda Schuyler, Drake regularly arrived late on set after spending nights recording music. To prevent this, Schuyler claimed Drake struck an agreement with the set's security guards to gain entry to the set after recording to be allowed to sleep in a dressing room.

Being musically inspired by Jay-Z and Clipse, Drake self-released his debut mixtape, Room for Improvement, in 2006. The mixtape featured Trey Songz and Lupe Fiasco and included vast production from Boi-1da and Frank Dukes. When asked about the mixtape, Drake described the project as "pretty straightforward, radio friendly, [and] not much content to it." Room for Improvement was released for sale only and sold roughly 6,000 copies, for which Drake received $304.04 in royalties. He performed his first concert on August 19, 2006, at the Kool Haus nightclub as an opening act for Ice Cube, performing for half an hour and earning $100. In 2007, Drake released his second mixtape Comeback Season. Released from his recently founded October's Very Own label, it spawned the single "Replacement Girl" featuring Trey Songz. The song made Drake become the first unsigned Canadian rapper to have his music video on BET, with "Replacement Girl" featured on their "New Joint of the Day" segment in April 2007. The song also saw Drake sample "Man of the Year" by Brisco, Flo Rida and Lil Wayne, retaining Lil Wayne's verse, and adjoined his own to the song's earlier half. This caused Jas Prince to gift Lil Wayne the song, which prompted the rapper to invite Drake to Houston to join his Tha Carter III tour. Throughout the duration of the tour, Drake and Lil Wayne recorded multiple songs together, including "Ransom", "Forever", and a remix to "Brand New".

In 2009, Drake released his third mixtape So Far Gone. It was made available for free download through his OVO blog website, and featured Lil Wayne, Trey Songz, Omarion, Lloyd, and Bun B. It received over 2,000 downloads in the first 2 hours of release, finding mainstream commercial success from the singles "Best I Ever Had" and "Successful", both gaining Gold certification by the Recording Industry Association of America (RIAA), with the former also peaking at number two on the Billboard Hot 100. This prompted the mixtape's re-release as an EP, featuring only four songs from the original, as well as the additions of the songs "I'm Goin' In" and "Fear". It debuted at number six on the Billboard 200, and won the Rap Recording of the Year at the 2010 Juno Awards.

Due to the success of the mixtape, Drake was the subject of a bidding war from various labels, often reported as "one of the biggest bidding wars ever". Despite this, Drake was rumoured to have secured a recording contract with Young Money Entertainment on June 29, 2009. This was later confirmed following a planned lawsuit from Young Money, in conjunction with Drake, against an unauthorized fake album titled The Girls Love Drake released on iTunes.

Drake then joined the rest of the label's roster on the America's Most Wanted Tour in July 2009. However, during a performance of "Best I Ever Had" in Camden, New Jersey, Drake fell on stage and tore the anterior cruciate ligament in his right knee. He underwent surgery later that year.

Drake planned to release his debut album, Thank Me Later, in late 2008, but the album's release date was postponed, first to March 2010, and then to May 25, 2010. Young Money and Universal Motown had then released a statement that the album had again been pushed back three weeks for a June 15, 2010, release.

On March 9, 2010, Drake released the debut single "Over", which peaked at number fourteen on the Billboard Hot 100, as well as topping the Rap Songs chart. It also received a nomination for Best Rap Solo Performance at the 53rd Grammy Awards. His second single, "Find Your Love", became an even bigger success. It peaked at number five on the Hot 100, and was certified Platinum by the Recording Industry Association of America (RIAA). The music video for the single was shot in Kingston, Jamaica, and was criticized by Jamaica's minister of tourism Edmund Bartlett. Bartlett condemned the portrayal of the island in the video, saying, "care has to be taken by all, including our creative artists, in [showcasing] images of our destination and people. Gun culture, while not unique to Jamaica, is not enhancing [the island's image]." The third single and fourth singles, "Miss Me" and "Fancy" respectively, attained moderate commercial success; however, the latter garnered Drake his second nomination at the 53rd Grammy Awards for Best Rap Performance by a Duo or Group. On April 29, it was reportedly announced that Drake had finished Thank Me Later during a show in Kansas City, Missouri.

Thank Me Later was released on June 15, 2010, debuting at number one on the Billboard 200 with sales of over 447,000 copies in its first week. Upon the album's release, 25,000 fans gathered at New York City's South Street Seaport for a free concert hosted by Drake and Hanson, which was later cancelled by the police after a near-riot ensued due to overflowing crowds. The album became the top selling debut album for any artist in 2010, and featured Lil Wayne, Kanye West, and Jay Z.

It was soon announced that Drake would have a prominent role in the military science fiction video game, Gears of War 3. He was scheduled to play the role of Jace Stratton, but scheduling conflicts with his upcoming Away from Home Tour prevented him from accepting the role. He began the tour on September 20, 2010, in Miami, Florida, performing at 78 shows over four different legs. It concluded in Las Vegas in November 2010. Due to the success of the Away from Home Tour, Drake hosted the first OVO Festival in 2010. It would soon become a regular event during the summer, with the Molson Amphitheatre in Toronto playing host to the festival on its annual cycle. Drake also had an eco-friendly college tour to support the album, beginning with Eastern Illinois University in Charleston, Illinois. It concluded in Plymouth, New Hampshire on May 8, and he also performed at The Bamboozle on May 1.

Beginning his second effort in fall 2010, Drake announced his intentions to allow Noah "40" Shebib to handle most of the production and record a more cohesive sound than on Thank Me Later, which featured disparate production duties by Shebib and others. In November 2010, Drake revealed the title of his next studio album will be Take Care. In comparison to his debut album, Drake revealed to Y.C Radio 1 that Thank Me Later was a rushed album, stating, "I didn't get to take the time that I wanted to on that record. I rushed a lot of the songs and sonically I didn't get to sit with the record and say, 'I should change this verse.' Once it was done, it was done. That's why my new album is called Take Care, because I get to take my time this go-round." Drake sought to expand on the low-tempo, sensuous, and dark sonic esthetic of Thank Me Later. Primarily a hip hop album, Drake also attempted to incorporate R&B and pop to create a languid, grandiose sound.

In January 2011, Drake was in negotiations to join Eva Green and Susan Sarandon as a member of the cast in Nicholas Jarecki's Arbitrage, before ultimately deciding against starring in the movie to focus on the album. "Dreams Money Can Buy" and "Marvins Room" were released on Drake's October's Very Own Blog, on May 20 and June 9, respectively. Acting as promotional singles for Take Care, the former was eventually unincluded on the album's final track listing, while "Marvins Room" gained Gold certification by the RIAA, as well as peaking at number 21 on the Billboard Hot 100, and reaching the top 10 of the Hot R&B/Hip-Hop Songs chart, coupled with extensive play on contemporary urban radio. Drake would soon release the song's music video on June 28.

"Headlines" was released on August 9 as the lead single for Take Care. It was met with positive critical and commercial response, reaching number thirteen on the Hot 100, as well as becoming his tenth single to reach the summit of the Billboard Hot Rap Songs, making Drake the artist with the most number-one singles on the chart, with 12. It was eventually certified Platinum in both the United States and Canada. The music video for the single was released on October 2, and foresaw Drake performing the song during the second intermission of the 59th National Hockey League All-Star Game in January 2012. "Make Me Proud" was released as the album's second single on October 16. It was the final single to be released prior to the launch of the album, and debuted at number 97 on the Billboard Hot 100. The song reached number nine the following week, tying the record for the largest jump on the Billboard Hot 100 for a male artist, with 88. "Make Me Proud" soon became Drake's fourth consecutive single to receive Platinum certification by the RIAA.

Prior to the album's release, Drake planned to record a collaborative album with Lil Wayne; however, it was ultimately scrapped due to the success of Watch the Throne. He also began collaborations with Rick Ross for a mixtape titled Y.O.L.O., but the duo decided against the project in favor of increased concern for their respective studio albums. Although in 2021, Ross stated that a joint album is still possible as they've casually discussed it.

Take Care was released on November 15, 2011, and received generally positive reviews from music critics. John McDonnell of NME dubbed it "an affecting masterpiece" and commended its "delicate, mellifluous sound and unashamedly candid, emotive lyrics." Pitchfork's Ryan Dombal found Drake's "technical abilities" to be improved and stated, "Just as his thematic concerns have become richer, so has the music backing them up." Andy Hutchins of The Village Voice called it "a carefully crafted bundle of contradictory sentiments from a conflicted rapper who explores his own neuroses in as compelling a manner as anyone not named Kanye West." Chicago Tribune writer Greg Kot complimented the depth of Drake's "moral psychodramas" and stated, "the best of it affirms that Drake is shaping a pop persona with staying power." It also won the Grammy Award for Best Rap Album at the 55th Annual Grammy Awards, and achieved great commercial success, eventually being certified quadruple platinum by the RIAA in 2016, with sales for the album marking 2.6 million in the U.S.

The album's third and fourth singles, "The Motto" and Take Care", were released on November 29, 2011 and February 21, 2012, respectively. Each song was subject to commercial success, while also having large societal impacts, with "The Motto" credited for popularizing the phrase "YOLO" in the United States. The music video for "Take Care" saw widespread acclaim, with MTV stating, "None of his contemporaries – not even the ever-obtuse Kanye [West] – make videos like this, mostly because no one else can get away with it." The video received four nominations at the 2012 MTV Video Music Awards for Best Male Video, Best Art Direction, Best Cinematography, and Video of the Year. The song was also featured on the channel's "Pop Songs You Must Hear" list of 2011. "HYFR" was the final single to be released from the album, and became certified Gold. It also won the MTV Video Music Award for Best Hip-Hop Video in 2012, and the channel ranked him number two on their "Hottest MCs in the Game" list.

On August 5, 2012, Drake released "Enough Said", performed by American recording artist Aaliyah featuring additional vocals provided by himself. Originally recorded prior to the singer's death in a plane crash in 2001, Drake later finished the track with producer "40". "Enough Said" was released by Blackground Records through their SoundCloud account on August 5, 2012. It was sent to US urban and rhythmic radio stations on August 21. The song charted at number 55 on the Billboard Hot R&B/Hip-Hop Songs.

In promotion of his second album, Drake embarked on the worldwide Club Paradise Tour. It became the most successful hip hop tour of 2012, grossing over $42 million. He then returned to acting, starring in Ice Age: Continental Drift as Ethan.

During the European leg of the Club Paradise Tour, Drake spoke in an interview stating that he had begun working on his third studio album. Revealing his intentions to remain with 40 as the album's executive producer, Drake spoke fondly about Jamie xx, hoping to include and expand the British producer's influence over his next album. Drake had also revealed that the album would stylistically differ from Take Care, departing from the ambient production and despondent lyrics prevalent previously.

In January 2013, Drake announced that he would release the first single off his third album at the end of the 55th Annual Grammy Awards. Despite an initial delay, it was released in the wake of his win for the Grammy Award for Best Rap Album at the event, and it foresaw Drake announcing Nothing Was the Same as the title of his third album. The album's second single, "Hold On, We're Going Home", was released in August 2013, becoming the most successful single off the album, peaking at number one on the Billboard Hot R&B/Hip-Hop Songs chart. Drake sought inspiration from the 1980s television series Miami Vice during the composition of the song's music video, incorporating the dramatic elements seen in the show en route to winning his second MTV Video Music Award in 2014 for the video. Drake appeared on Late Night with Jimmy Fallon, performing the album's third single, "Too Much", alongside featured artist Sampha.

Nothing Was the Same was released on September 24, 2013, debuting at number one on the US Billboard 200, with 658,000 copies sold in its first week of release. The album debuted atop the charts in Canada, Denmark, Australia and the United Kingdom. The album also enjoyed generally favourable reviews by contemporary music critics, commending the musical shift in terms of the tone and subject matter, comparing it to the distinct change showcased in Kanye West's 808s & Heartbreak. The album was also reported to have sold over 1,720,000 copies in the United States, and was further promoted by the "Would You like a Tour?" throughout late 2013 to early 2014. It became the 22nd-most successful tour of the year, grossing an estimated $46 million. Drake then returned to acting in January 2014, hosting Saturday Night Live, as well as serving as the musical guest. His versatility, acting ability and comedic timing were all praised by critics, describing it as what "kept him afloat during the tough and murky SNL waters". Drake also performed in Dubai, being one of the only artists ever to perform in the city. In late 2014, Drake announced that he began recording sessions for his fourth studio album.

In 2014, Drake performed in Spanish as a featured artist on the Romeo Santos song "Odio". He also appeared on a remix of "Tuesday" by ILoveMakonnen, which peaked at number one on Billboard's Rhythmic chart and number twelve on the "Hot 100", and released "0 to 100 / The Catch Up" as a non-album single. The latter went double platinum in the United States.

On February 12, 2015, Drake released If You're Reading This It's Too Late onto iTunes with no prior announcement. Despite debate on whether it was an album or a mixtape, its commercial stance quantifies it as his fourth retail project with Cash Money Records, a scheme that was rumoured to allow Drake to leave the label. However, he eventually remained with Cash Money, and If You're Reading This It's Too Late sold over 1 million units in 2015, making Drake the first artist with a platinum project in 2015, as well as his fourth overall.

On July 31, 2015, Drake released four singles: "Back to Back", "Charged Up", "Hotline Bling", and "Right Hand". On September 20, 2015, Drake released a collaborative mixtape with Future, which was recorded in Atlanta in just under a week.

What a Time to Be Alive debuted at number one on the Billboard 200, making Drake the first hip hop artist to have two projects reach number one in the same year since 2004. It was later certified platinum by the Recording Industry Association of America (RIAA) for combined sales, streaming and track-sales equivalent of over 1 million units. Drake also appeared on the cover of The Fader for their 100th issue.

Drake announced in January 2016 that his fourth studio album would be launched during the spring, releasing the promotional single "Summer Sixteen" later that month. The album was originally titled Views from the 6, but was later shortened to Views. "Summer Sixteen" debuted at number six on the US Billboard Hot 100, and proved controversial, with Drake comparing his standing in hip hop to more tenured artists. This move divided many contemporary music critics, describing his self-comparison as "goodly brash" or "conventionally disrespectful." It was also interpreted as a diss track towards Tory Lanez, who was unhappy at Drake for popularizing the term "The Six" when referencing Toronto.

Drake soon released the album's lead singles, "Pop Style" and the dancehall-infused "One Dance", on April 5. Both debuted within the top 40 of the Billboard Hot 100; however, the latter proved more commercially successful, with "One Dance" becoming Drake's first number-one single in Canada and the US as a leading artist. The single also became Drake's first number one single as a lead artist in the United Kingdom, and peaked at number one in Germany, France, Australia, Brazil, Sweden, Belgium, Norway and the Netherlands. During an episode for OVO Sound Radio, Drake confirmed the album's release date of April 29, and followed it up with various promotional videos. On October 15, "One Dance" became Spotify's most-streamed song ever, amassing over 882 million plays as of October 2016.

Views was previewed in London before its premiere on Beats 1 a day later. It was released as an Apple Music and iTunes exclusive on April 29 before being made available to various other platforms later that week. Views would become Drake's most commercially successful album, sitting atop the Billboard 200 for ten nonconsecutive weeks, as well as simultaneously leading the Billboard Hot 100 and the Billboard 200 for eight weeks. It also achieved double-platinum status in the U.S., and earned over 1 million album-equivalent units in the first week of its release, as well as gaining over half-billion overall streams of the album. Despite its success, critical opinion towards the album remained much divided, drawing criticism for being overlong and lacking in a cohesive theme, while also claiming Drake was not challenging himself artistically, as opposed to his contemporaries. He later released a short film titled Please Forgive Me, starring Swedish twin models Elizabeth and Victoria Lejonhjärta who are frequent collaborators with him. As of 2019, Views remains Drake's best-selling album in pure sales.

Drake returned to host Saturday Night Live on May 14, serving as the show's musical guest. Later, Drake was named as a member of the Forbes Five, which ranks the wealthiest artists in hip-hop, placing fifth after Birdman, Jay Z, Dr. Dre, and Diddy respectively. Drake and Future then announced the Summer Sixteen Tour to showcase their collective mixtape, as well as their respective studio albums. This marked Drake's third co-headlining tour, which began in Austin, Texas on July 20. On July 23, Drake announced that he was working on a new project, scheduled to be released in early 2017, and was later named as the headline act for the 2016 iHeartRadio Music Festival. The latter dates of the Summer Sixteen Tour were postponed, however, due to Drake suffering an ankle injury. During the 2016 OVO Festival, Kanye West confirmed that he and Drake had begun working on a collaborative album. Soon after, the music video for "Child's Play" was released, depicting Drake and Tyra Banks playing a couple encountering relationship issues at the Cheesecake Factory in a reference to one of the song's lyrics. On September 26, Please Forgive Me was released as an Apple Music exclusive. It ran a total of 25 minutes, and featured music from Views. At the 2016 BET Hip-Hop Awards, Drake received the most nominations, with 10, winning the awards for Album of the Year and Best Hip-Hop Video. Drake later announced the Boy Meets World Tour on October 10, with twenty-six dates announced for the course of the tour in Europe. Seven additional dates were added a day later due to overwhelming demand.

Soon after, during an episode of OVO Sound Radio, Drake confirmed he would be releasing a project titled More Life in December. However, he later pushed the date back to the new year. The project was described as a "playlist of original music", rather than being classified as a traditional mixtape or solo album. He was later revealed to be Spotify's most streamed artist for the second consecutive year in 2016, amassing a total 4.7 billion streams for all projects on the service, which is more than double the amount of streams he had in 2015. Drake later secured his second and third Grammy Awards, winning for Best Rap/Sung Performance and Best Rap Song at the 59th ceremony.

Despite multiple setbacks, Drake announced More Life would be released on March 18, 2017, via a series of multiple video commercials released through Instagram. Upon release, More Life received mostly positive reviews, and debuted atop the Billboard 200, earning 505,000 album-equivalent units in its first week. It also set a streaming record, becoming the highest ever streamed album in 24 hours, with a total of 89.9 million streams on Apple Music alone. The album also garnered 61.3 million streams on Spotify, dethroning Ed Sheeran's ÷ as the highest opening on the service in a single day. He later won 13 awards at the 2017 Billboard Music Awards in May, which saw him breaking the record for the most wins in a single show. Billboard also reported Drake had been present on the Hot 100 chart for eight consecutive years, and has the most recorded entries by a solo artist. He later declined to submit More Life for consideration at the 2018 Grammy Awards, stemming from his displeasure at "Hotline Bling" being "pigeonholed" into the rap category.

He then released the single "Signs" on June 24, as well as reuniting with Metro Boomin on a single with Offset. The singles marked his first releases since More Life, with "Signs" was initially released as a collaboration between Drake and French fashion house Louis Vuitton, as part of the "Louis Vuitton Men's Spring-Summer 2018" fashion show.

Drake hosted the first annual NBA Awards on June 26, and starred in multiple commercials alongside his father in promotion of Virginia Black. Drake also appeared in The Carter Effect documentary, honouring the basketball career of Vince Carter, who was the first superstar player to play for the Toronto Raptors since the franchise's inception in 1995. The documentary also featured NBA players Chris Bosh, Tracy McGrady, Steve Nash, and LeBron James.

After rumours circulated of Drake possibly collaborating with various artists, including rapper Trippie Redd and producer Pi'erre Bourne, for his new studio album, multiple snippets of songs were leaked near the closing end of 2017. Two songs would later be released as members of a mini EP, titled Scary Hours, on January 20, 2018, marking Drake's first solo release since More Life, as well as his first appearance on any song after featuring on a remix of the Jay-Z song "Family Feud" with Lil Wayne, as the lead single of the latter's Dedication 6: Reloaded mixtape. Scary Hours featured the songs "Diplomatic Immunity" and "God's Plan", which both debuted within the top-ten, with the latter eventually breaking various streaming records as it debuted at number one on the US Billboard Hot 100. The song was Drake's first song as a solo artist to reach number one, as well as his second chart topper as a lead artist.

Drake earned his 70th top 40 entry after featuring on the Migos song "Walk It Talk It", which debuted at number eighteen, and peaked at number ten. He was later featured on BlocBoy JB's debut single "Look Alive", which was released on February 9, 2018. The song's entry at number six on the Hot 100 made Drake the rapper with the most top 10 hits on the Hot 100, with 23. He then featured on a remix to "Lemon", a song originally released as a collaboration between band N.E.R.D and Rihanna. On April 5, Drake announced he was finishing his fifth studio album and he was releasing a single later that night. On April 6, "Nice for What" was released, alongside a music video directed by Karena Evans, which featured several female celebrities.

After "Nice For What" replaced his own "God's Plan" on the Billboard Hot 100 at number one, making him the first artist to have a new number-one debut replace their former number-one debut, Drake announced the title of his fifth studio album as Scorpion, with a planned release date of June 29, 2018. He then released "I'm Upset" on May 26 as the album's third single. Scorpion was then released as a double-album, and marked Drake's longest project, with a run-time of just under 90 minutes. The album broke both the one-day global records on Spotify and Apple Music, as it gained 132.45 million and 170 million plays on each streaming service, respectively. It eventually sold 749,000 album equivalent units in its first week of sales, and debuted at number one on the Billboard 200. In 2018, articles by The Guardian and Rolling Stone called him "the definitive pop star of his generation" and "perhaps [the] biggest post-Justin Timberlake male pop star of the new millennium", respectively.

Shortly thereafter, Drake collaborated with British hip hop promotion Link Up TV on July 7, releasing a freestyle as a part of the promotion's 'Behind Barz' segment, before releasing another freestyle a week later after featuring on Charlie Sloth's long-running Fire in the Booth program on BBC Radio 1Xtra. Drake then earned his sixth number-one hit with "In My Feelings" on July 21, which also spawned the viral "#InMyFeelingsChallenge" or "#KiKiChallenge". The success of "In My Feelings" also made Drake the record holder for most number one hits among rappers. Soon after, he released the music video for "Nonstop", which was filmed in London during his surprise performance at the Wireless Festival.

He then appeared on the Travis Scott album Astroworld, featuring uncredited vocals for his song "Sicko Mode", which peaked at number one on the Billboard Hot 100. Drake announced in July 2018 that he planned to "take 6 months to a year" to himself to return to television and films, producing the television series Euphoria and Top Boy. He then began the Aubrey & the Three Migos Tour with co-headliners Migos on August 12. This preceded a collaboration with Bad Bunny titled "Mia", which featured Drake performing in Spanish. He subsequently received the award for Hot Ticket Performer at the 2018 BET Hip Hop Awards on October 16. During a performance in Edmonton on November 7, Drake announced his intention to begin composing his next project in early 2019.

In February 2019, he received his fourth Grammy Award for Best Rap Song, for "God's Plan", at the 61st Annual Grammy Awards. During his speech, producers abruptly cut to a commercial break, leading viewers to speculate they were censoring his speech during which he criticized The Recording Academy. A legal representative for the academy then released a statement stating "a natural pause [led] the producers [to] assume that he was done and cut to commercial," and added the organization offered him an opportunity to return to stage, but he declined.

On February 14, Drake re-released his third mixtape, So Far Gone, onto streaming services for the first time to commemorate its 10-year anniversary, and later collaborated with Summer Walker on a remix of Walker's song "Girls Need Love", marking his first release of 2019. On April 10, during a performance on the Assassination Vacation Tour, he announced he was working on a new album. On June 8, Drake appeared on Chris Brown's single "No Guidance". On June 15, Drake released two songs, "Omertà" and "Money in the Grave", on his EP The Best in the World Pack to celebrate the NBA Championship win of the Toronto Raptors. On August 2, he released the compilation album Care Package, consisting of songs released between 2010 and 2016 that were initially unavailable for purchase or commercial streaming; it debuted at number one on the Billboard 200.

Drake released the song "War" on December 24, 2019, with an accompanying music video, which was widely noted for its UK drill-inspired instrumental. The following day, in an interview with Rap Radar, it was revealed that he was in the process of completing his sixth studio album. On January 10, 2020, Drake collaborated with Future on the song "Life Is Good", which appeared on the album High Off Life. On January 31, the pair again collaborated on the song "Desires", although it was released for free after being leaked. On February 29, Drake released the songs "When to Say When" and "Chicago Freestyle" with a combined music video. On April 3, he released "Toosie Slide" with a music video, which features a dance created in collaboration with social media influencer Toosie. It debuted at number one on the Billboard Hot 100, making Drake the first male artist to have three songs debut at number one.

On May 1, 2020, Drake released the commercial mixtape Dark Lane Demo Tapes, with guest appearances from Chris Brown, Future, Young Thug, Fivio Foreign, Playboi Carti, and Sosa Geek. He also announced that his sixth studio album would be released in the summer of 2020. The mixtape is a compilation of new songs and tracks that leaked on the internet. It received mixed reviews and debuted at number two on the US Billboard 200 with 223,000 album-equivalent units, and at number one on the UK Albums Chart, earning 20,000 units in its first week.

On July 17, Drake was featured on DJ Khaled's singles "Greece" and "Popstar", debuting at numbers eight and three on the Billboard Hot 100, respectively, becoming Drake's record-extending 24th and 25th debuts in the Hot 100's top 10. It also became his 39th and 40th Hot 100 top ten entries, breaking Madonna's record for most Hot 100 top ten hits. On July 20, Drake and Headie One released the drill track "Only You Freestyle", making it the third drill-inspired song he released in 2020, after "War" and "Demons", both of which appear on Dark Lane Demo Tapes. On August 14, "Laugh Now Cry Later" featuring Lil Durk was released, which was intended as the lead single from Drake's album Certified Lover Boy, but not included on the final track listing. It debuted at number two on the Hot 100, and was nominated for Best Melodic Rap Performance and Best Rap Song at the 63rd Annual Grammy Awards.

On September 3, the video for "Popstar" was released, in which Drake makes a cameo appearance. On October 2, Drake was the sole guest appearance on Bryson Tiller's album Anniversary (2020), on the song "Outta Time". He subsequently appeared on the remix to "You're Mines Still", alongside Yung Bleu on October 16; just over a week later, on his 34th birthday, Drake announced Certified Lover Boy was set to be released in January 2021. This was later pushed back to an unspecified date after he sustained a knee injury which required surgery.

On December 1, he reunited with Lil Wayne on "B.B. King Freestyle", the lead single from the latter's double-disc mixtape No Ceilings 3 (2020). In January 2021, Drake became the first artist to surpass 50 billion combined streams on Spotify. He later collaborated with Drakeo the Ruler on the single "Talk to Me", which was released on February 23. On March 5, Drake released an EP titled Scary Hours 2, which includes three songs: "What's Next", "Wants and Needs" with Lil Baby, and "Lemon Pepper Freestyle" with Rick Ross. These three songs entered the charts at numbers one, two, and three, respectively, making Drake the first artist to have three songs debut in the top three on the Billboard Hot 100. He then appeared on the single "Solid" from the YSL Records compilation Slime Language 2, alongside Gunna and Young Thug. "Solid" was originally meant to appear on Certified Lover Boy, and to only feature Gunna. On May 14, Drake was featured alongside mentor Lil Wayne on former labelmate Nicki Minaj's "Seeing Green", a new song on the streaming re-release of her 2009 mixtape Beam Me Up Scotty. Two weeks later, he was named Artist of the Decade at the 2021 Billboard Music Awards. On June 12, he featured on Migos' "Having Our Way", from the group's third studio album, Culture III (2021), and on July 1, collaborated with Brent Faiyaz and The Neptunes on the song "Wasting Time". On July 23, Drake appeared on "Over the Top" with Smiley, the newest signee to OVO Sound.

During an appearance on Fri Yiy Friday, a radio show supported by OVO Sound, Drake revealed Certified Lover Boy "is ready. [I'm] looking forward to delivering it". He then appeared on "Betrayal", a collaboration with Trippie Redd for Trip at Knight (2021). Certified Lover Boy was then released on September 3, 2021, becoming his tenth number-one album on the Billboard 200; every song debuted on the Billboard Hot 100, while the album was the first to chart nine songs on the top 10, with "Way 2 Sexy" becoming Drake's ninth number-one single. He subsequently set the record for the fourth-most cumulative weeks (52) at number one on the Hot 100, behind Mariah Carey (84), Rihanna (60), and The Beatles (59). He received a nomination for Best Global Act at the 2021 All Africa Music Awards, and appeared on Young Thug's Punk (2021), featuring on the song "Bubbly". On October 22, Drake featured on Majid Jordan's "Stars Align", the lead single to the band's third album Wildest Dreams. Two weeks later, on November 5, Drake released a horror-themed black and white music video for "Knife Talk", the third single from Certified Lover Boy, with featured appearances by 21 Savage and Project Pat.

On November 6, he debuted the song "Give It Up" on OVO Sound Radio. Certified Lover Boy was nominated for Best Rap Album and "Way 2 Sexy" was nominated for Best Rap Performance at the 64th Annual Grammy Awards. He was later named Billboard's Top Artist of the Year for 2021, and was the fourth most streamed artist on Spotify for the year, and the most streamed rapper. On December 6, he withdrew his music for consideration for the Grammys, with multiple outlets noting his contentious relationship with the Recording Academy. Drake accumulated 8.6 billion on-demand streams in 2021, making him the most overall streamed artist of the year in the United States; one out of every 131 streams was a Drake song.

On January 7, 2022, Drake was announced as a featured artist on Gunna's DS4Ever; he was included on the deluxe edition released a week later. On January 17, Drake announced another collaboration with DJ Khaled; this was reportedly recorded that June, and eventually released with Lil Baby on August 5 as "Staying Alive", the lead single from Khaled's thirteenth studio album God Did (2022). On March 3, Drake placed fourth on Forbes's ranking of highest paid rappers of 2021, with an estimated pre-tax income of $50 million, and then announced a return to touring, with two "interactive" concerts expected in Toronto and New York City. On March 23, he won Hip-Hop Artist of the Year at the 2022 iHeartRadio Music Awards. On April 16, it was calculated Drake generated more streams in 2021 than every song released prior to 1980 combined; his music accumulated 7.91 billion streams, while songs pre-1980 had generated 6.32 billion. Drake was then confirmed as a guest artist on Future's I Never Liked You (2022), featuring on the songs "Wait for U" alongside Tems and "I'm on One", the former of which debuted atop the Billboard Hot 100, becoming Drake's tenth number-one song and making him the tenth act to achieve ten number ones. On May 2, Jared Krichevsky, a Character and Creature Designer for Warner Bros. Pictures revealed the studio once sought to cast Drake as Victor Stone / Cyborg in an untitled television series, publishing concept art.

In Universal Music Group's Q1 earnings call on May 4, it was announced Drake re-signed with the company in a multifaceted deal, which includes recordings, publishing, merchandise, and "visual media projects"; although an official figure wasn't revealed, it was reported to be worth as high as $400 million, making it one of the largest recording contracts ever. On June 16, Drake announced his seventh album, Honestly, Nevermind, which released a day later; on the debut episode of his recently launched radio show Table for One on Sirius XM, he announced a poetry book with frequent writing collaborator Kenza Samir in 2022, and a yet undetermined release of the third iteration of his Scary Hours EP series. Honestly, Nevermind sold 204,000 album-equivalent units in its first week, becoming Drake's eleventh US number-one album and making him the fifth artist with over 10 number one albums, after the Beatles (19), Jay-Z (14), Bruce Springsteen, and Barbra Streisand (both 11). It was also the fourth-largest streaming week for any album in 2022, after Un Verano Sin Ti, Mr. Morale & The Big Steppers, and I Never Liked You. "Jimmy Cooks" also became Drake's eleventh US number-one song, although, the song "Texts Go Green" tied the record (held by Kendrick Lamar and Taylour Paige's "We Cry Together") for biggest single-week drop in Billboard Hot 100 history, falling from number 13 to number 94.

On July 14, it was announced Drake would reunite with former Young Money label mates Lil Wayne and Nicki Minaj on a three date Toronto exclusive concert series titled the "October World Weekend", on July 28, July 29, and August 1. The concerts are also set to feature both Chris Brown and Lil Baby, and is expected to be the first leg of the Road to OVO Fest Tour, a worldwide edition of OVO Fest to commemorate its 10th anniversary. On July 29, Drake was revealed as a collaborator on Beyoncé's Renaissance (2022), co-writing the song "Heated". On August 2, the music video for "Sticky", the second single from Honestly, Nevermind, was released. After the debut of "Staying Alive" on the US Billboard Hot 100, it marked the 30th Drake song to reach the top five on the chart, breaking a 55-year old record for most songs to reach the top five on the chart (29), held by The Beatles. On October 5, 2022, Drake, in conjunction with SiriusXM, announced a special one-night only live concert at the Apollo Theater in Harlem, New York on November 11. Drake then refused to submit his solo music for consideration at the 2023 Grammy Awards, refusing to submit his music for Grammy consideration for a second consecutive year. At the 2022 SOCAN Awards, Drake won Songwriter of the Year.

On October 22, Drake announced Her Loss, a collaborative album with 21 Savage which would release on October 28; it was then delayed to November 4 after Drake's longtime producer, 40, was diagnosed with COVID-19. At the 2022 People's Choice Awards, Drake was nominated for three awards; Male Artist of 2022, Song of 2022 (for "Wait for U" with Future and Tems), and Collaboration Song of 2022 (for "Jimmy Cooks" with 21 Savage).

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