Drake's team will frame this as ultimate cultural validation β his influence so massive that a single accessory from 2011 now commands prices that could buy a mansion in some zip codes. The OVO owl on the watch's backside? Pure brand synergy.
Word is collectors were clawing at each other for this thing the moment it hit Wind Vintage's site. Eric Wind himself admitted watches are moving 'within minutes' of listing. Someone deep-pocketed and deeply obsessed beat everyone else to the punch β half a million dollars deep, to be exact.
The Rolex GMT Master II sold for $500,000 through WatchPro/Wind Vintage β that's $400,000 over standard market value according to EveryWatch data. Drake wore this exact watch on the Take Care cover art (November 2011) and again in the "Marvin's Room" video.
Whoever paid half a million for a timepiece Drizzy probably forgot he even owned just proved that nostalgia has no ceiling in 2026 β especially when it's got an OVO owl etched on the back. May 15 can't come fast enough to see if Iceman references this legendary Rollie.
Move over, stock market β there's a new most lucrative collectible in town, and it belongs to Drake. The Toronto native's iconic gold Rolex GMT Master II that graced his 2011 Take Care album cover has reportedly changed hands for a staggering $500,000, according to WatchPro and Wind Vintage. That's not chump change, that's more than four times what most people will earn in their entire careers β dropped on a wristwatch that Drizzy wore while building his empire.
The sale wasn't just notable for the eye-watering price tag. EveryWatch data confirms this transaction sits $400,000 above standard market value for comparable Rolexes. Wind Vintage's Eric Wind told WatchPro that collectible watches are moving at unprecedented speeds, with pieces frequently selling within minutes of listing.
"I have never seen the collectible watch market hotter than it is today," Wind said, noting the buyer pool is diverse and highly educated β suggesting this isn't some fleeting bubble but a genuine cultural shift in how people value celebrity-adjacent artifacts. This wasn't just any Rolex, though. The timepiece features an OVO owl engraved on its backside β a subtle flex that connected Drake's burgeoning October's Very Own brand to his most intimate accessory.
Drizzy wore this exact watch not only for Take Care's cover art but also in the "Marvin's Room" music video, which served as the album's lead single and peaked at No. 21 on the Billboard Hot 100. That's three separate cultural moments immortalized on one wrist. Take Care itself arrived November 2011 and dominated the charts with 631,000 total album units earned in its first week, per Nielsen SoundScan (now Luminate), topping the Billboard 200 in convincing fashion.
The project later landed at No. 31 on Billboard's 100 Greatest Rap Albums of All-Time list β proving this wasn't just commercial success but critical staying power. Drake even rhymed about his sophisticated watch collection throughout his career, dropping lines like "This a Rollie, not a stopwatch, sβt don't ever stop" on "Nonstop." Billboard has reached out to Drake's representatives for confirmation on the sale, but if verified, it sets a fascinating precedent for celebrity memorabilia in the streaming era. With Iceman reportedly dropping May 15, we'll soon see if Drizzy's evolved taste in wristwear makes its way into his bars β or if he keeps that half-million-dollar piece of his history locked away somewhere safe.
