Jerry Seinfeld's
Seinfeld proudly shared that his collection boasts not only the Rolex Daytona awarded to racing icon Vic Elford at the 1968 24 Hours of Daytona but also the very Porsche that propelled Elford to victory in that legendary race. This remarkable duo of horological and automotive treasures elevates Seinfeld’s status as a connoisseur of mechanical artistry.
Widely regarded as the inaugural Rolex Daytona presented at the prestigious 24 Hours of Daytona, Elford’s timepiece holds a hallowed place in motorsport history. Its timeless design and unparalleled significance make it a multimillion-dollar masterpiece, cherished by collectors and enthusiasts alike.
I originally published the article below on August 25, 2019, which offers much background on Jerry Seinfeld's Rolex Daytona:

UPDATE: After publishing this story Nick Gould brought to my attention that Ben Clymer from Hodinkee helped Jerry Seinfeld purchase the Rolex Daytona in this story. I have to say I was kind of shocked that this great story somehow slipped by me. I highly recommend listening to Spike's Car Radio Podcast episode that features Ben Clymer sharing the fascinating backstory behind Jerry Seinfeld's Rolex Daytona.
...Rolex Super-Coolness...
Jerry Seinfeld
1968 Rolex Daytona Reference 6239
If you can't believe what you are seeing, you are not alone! Jerry Seinfeld is one of the most beloved comedians in the world. I was watching Jerry on Comedians In Cars Getting Coffee and I thought I was hallucinating when I discovered him wearing a vintage Rolex Daytona!!!
I have an interesting backstory to share with you. As the head of the Rolex Fan Club I have spent my life staring at peoples wrists to see what watch they are wearing. Jerry has famously worn Breitling watches since his Seinfeld show. For some bizarre reason, over many years I keep expecting him to show up wearing a Rolex, but he never did—until yesterday, which blew my mind!!!!!!
If we look closely we see Jerry is wearing a vintage 1968 Rolex Daytona Reference 6239 with a stainless steel bezel.

It turns out this is no ordinary vintage Daytona, as it once belonged to Racing legend Vic Elford who won his 1968 Rolex Daytona as a prize for winning the 24 Hours of Daytona.
In the historic Rolex photo below from Porsche Motorsports, we see the 1968 Rolex Daytona winner, Vic Elford representing Great Britain, being presented with a stainless steel Rolex Daytona Cosmograph for his victory of the 24 At Dayona.
The vintage Rolex Daytona ad below is from 1965 and it introduces the Rolex Daytona Chronograph as the official watch of Daytona.
One of the most interesting historical sidenotes, is that in 1963, after Rolex began sponsoring the Rolex Continental Race, as well as at Sebring, Rolex would give away Milgauss models, instead of the new Daytona, as the Milgauss models were unpopular back them. Nick Gould made this amazing discovery and elaborated quite a bit in his stunning story named "Rolex's Road to Daytona: Rolex Racing Champions, The Evolution of the Rolex Racing Revolution".