Drake (musician)

Context: After becoming 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 Canadian producers 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." The mixtape was released for sale only, and confirmed to have sold over 6,000 copies. In 2007, he 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 ever unsigned Canadian rapper to have his music video featured on BET, with "Replacement Girl" being featured on the channel's "New Joint of the Day" segment on April 30, 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 in order to join his Tha Carter III tour. Throughout the duration of the tour, Drake and Lil Wayne recorded multiple songs together, including "Ransom", "I Want This Forever", and a remix to "Brand New". Despite the collaborations between the duo, Drake was yet to be signed by Young Money Entertainment.  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 due to 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 album entitled The Girls Love Drake, which was released on iTunes under dubious means.  Drake then joined the rest of the label's roster 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 later underwent surgery on September 8, 2009. CANNOTANSWER

Question: When did Drake sign with a label?
Answer: Despite this, Drake was rumoured to have secured a recording contract with Young Money Entertainment on June 29, 2009.