“Seven Rings Open Strange Doors”: Did Leonardo DiCaprio Compliment Tom Brady on His $175,125 Rolex?

Whether it’s Super Bowl rings or MVP awards, Tom Brady seems to have an affinity for collecting shiny things. Fashionably enough, that interest extends to watches as well. The former New England Patriot has garnered a reputation for being a timepiece savant in recent years, and it seems as if even the stars of Hollywood are beginning to take notice.

According to one YouTuber, Brady’s wrist game even drew the attention and praise of Hollywood legend Leonardo DiCaprio.  

During a recent visit to a private gala that was located in Los Angeles, California, the seven-time Super Bowl champion sported a Rolex Day-Date Olive Green Arabic Dial, priced at $175,125. While checking out one of the many sculptures, Brady was approached by none other than DiCaprio himself.

The Oscar Award-winning actor reportedly couldn’t help but comment on Brady’s rare accessory. “Didn’t know you had Middle East exclusives in your playbook.”

The three-time regular season MVP’s response proved to be as on brand as ever, as Brady explained that “Seven rings open strange doors.” However, how true this story is is anyone’s guess, as the video in question does seem AI-generated and is probably completely fabricated, even as one fan in the comments called “cap.”

The two stars are far from strangers, though, as they’ve been spotted attending various parties and celebrity soirees together. In fact, they were seen walking with the likes of Tobey Maguire and various members of their respective entourages while attending Jay-Z’s members-only festivities at the Fontainebleau in Las Vegas. 

Brady seems to have a thing for Day-Dates in particular as well. The former signal caller recently showed up to F1’s Miami Race Week while wearing a Rolex Day-Date 40, which has a current retail value of $46,533. 

For better or worse, his watch collection is beginning to catch the eyes of the public as well. Unfortunately, during his appearance in the broadcasting booth for Super Bowl LIX, it proved to be for the worse. 

Fox Sports’ newest broadcast showed up sporting a Jacob & Co. Caviar Tourbillon. The timepiece features 710 baguette-cut gems and is over 70 carats in weight, giving it a hefty price tag north of $600,000. 

Nevertheless, the internet had an absolute field day while making fun of its gaudiness. 

It looks like Tom Brady is wearing a SpongeBob watch for his first Super Bowl as a broadcaster.

That’s a $6 watch. pic.twitter.com/fSCPq8a5Pi

— Morning Brew ☕️ (@MorningBrew) February 9, 2025

Suffice it to say, price tags don’t automatically imply that a product is going to be well-received. At the end of the day, however, it’s still Brady who is laughing on his way to the bank. 

The former CEO of Audemars Piguet, François-Henry Bennahmias, recently gifted the football legend with a limited edition Royal Oak watch. With just 300 pieces of its kind in existence, Bennahmias’ gift is valued at $85,000, notching the total value of Brady’s personal watch collection that much higher. 

Even though not all of his timepieces are well-received, Brady’s collection has steadily become one of the more impressive assets to his name. Considering that he’s also a proud minority owner of several sports clubs, that sure is saying something.