kevin oleary watch collection

If you have an entrepreneurial craze, you must’ve watched ordinary individuals pitch their ideas to the Sharks in Shark Tank. Ever since its premiere back in 2009, ABC’s Shark Tank has become a global phenomenon. And among all the Sharks, “Mr Wonderful” or Kevin O’Leary is undoubtedly the most popular. And it’s no wonder these multi-millionaire businessmen and women must have some impressive timepieces. Like Daymond John, the creator of FUBU, frequently donned eye-catching and oversized watches, Robert Herjavec, the founder of the Herjavec Group, displayed an array of high-quality timepieces, including exquisite gold Rolex Daytonas.

But none could come close to the love and passion for watches that Kevin O’Leary has. 

During a December 2018 episode of The Shark Tank, where Kevin O’Leary was hearing pitches, he went on a tangent about his love for watches. He mentioned a watch called the Patek Philippe 7511 with a blue face, but it’s a 5711 and is incredibly rare. As of today, Kevin O’Leary has a growing net worth of $400 million and has spent a considerable amount of his wealth in luxurious timepieces watch collecting each time he achieves success in his work.

Collecting the finest watches is a serious business for Kevin O’Leary. With a watch collection worth more than a few hundred thousand dollars, he is the “collector”. Watch collecting is his passion. So have a look here at the Kevin O Leary watch collection.

The Perfect Accessory for the Entrepreneurial Elite: Kevin O’Leary’s Watch Collection

Kevin O'Leary's Watch Collection

1. Patek Philippe Nautilus 5711

In 2006, Patek Philippe launched the 5711 series in honor of the Nautilus’ 30th anniversary. The watch quickly became popular and has experienced a substantial surge in its cost since then. The exterior of the watch is made of steel and has an octagon-shaped bezel with a black-blue dial. Although it was initially priced at $30,620, its current value has exceeded $100,000 due to the discontinuation of production after 2022, as per The Watch Lounge.

2. Rolex Daytona 116500

In 1963, Rolex introduced the first oyster-cased chronograph, known as the Cosmograph. During World War II, it was nicknamed the Daytona. Today, it is the most iconic watch produced by Rolex and has undergone several improvements over time. Kevin O’Leary owns two Daytona timepieces with black and white dials. He replaced the ceramic bezel of one of his watches with a red strap, which is his favorite.

The classic beauty of a Daytona watch retails for $14,550, with an increase in price in 2022 by Rolex. However, you can get this bad boy for $36,000 or more on the grey market. Interestingly, O’Leary sold one of his Daytona watches at a Phillips auction in 2019 for a whopping $56,700. He donated the watch to support the missions of One Drop and the Prince Albert II of Monaco Foundation.

3. Rolex Daytona “Eye Of The Tiger”

On January 28, 2022, during an episode of Shark Tank, we noticed that Kevin O’Leary was wearing a watch that he hasn’t been seen wearing before. The timepiece in question was the Rolex Daytona Ref. 116588TBR, also known as the “Eye of the Tiger”. Rolex is renowned for producing a limited number of extravagant watches, including the Rolex Daytona Rainbow Ref. 116595RBOW and the Daytona “Eye of the Tiger”. The latter features a diamond-studded bezel and a tiger-stripe pattern dial adorned with diamonds, making it a distinctive choice that may only suit some watch lovers taste. Nonetheless, those interested in purchasing a Rolex Daytona can expect to pay upwards of $200,000 on the secondary market. O’Leary’s version of the Rolex Daytona watch is customized with his signature red strap.

4. F.P. Journe Élégante 48 Mm Titalyt

In case you’re unfamiliar with F.P. Journe, it’s a Swiss brand of independent watches that has the distinction of being the only three-time recipient of the Aiguille d’Or grand prize from the Fondation du Grand Prix d’Horlogerie de Genève. Their motto, “Invenit et Fecit” (which translates to “He invented it and made it” in Latin), is indicative of the fact that they design and manufacture their movements entirely in-house. As a result, F.P. Journe watches are among the most coveted timepieces on the market.

One of these sought-after watches is Kevin O’Leary’s F.P. Journe Elegante 48 MM Titalyt, which features a titanium case and a luminescent sapphire dial. Its quartz electromechanical movement is powered by a patented two-rotor motor. Although the retail price of this watch is less than $14,000, it currently commands a market price of over $60,000.

5. Jacob & Co. Epic X Chronograph

Kevin O'Leary wearing Jacob & Co. Epic X Chronograph

Epic x Chronograph is a bold statement piece that combines high-tech materials and traditional design. There are many models offered in the collection, and O’Leary owns the timepiece in a black titanium ceramic bezel crafted from Grade 5 titanium. Smoked sapphire glass covers the dial, and the inserts are designed in an all-black theme. The hour and minute hands are skeletonized, while the second’s hand is red.

Who knew that Kevin O’Leary had something in common with Conor McGregor? Well, not really, but both O’Leary and McGregor have a Jacob & Co. Epic X Chronograph in their collection. O’Leary has a black titanium model with a red strap. The retail price of this Jacob & Co. piece is $33,955. 

6. Rolex Gmt-Master II Pepsi

The GMT-Master II, part of Rolex’s iconic watch collection, has earned the nickname “Pepsi” due to its distinctive two-color red and blue ceramic bezel. This timepiece, owned by O’Leary, is particularly popular for its ability to display two different time zones, making it ideal for intercontinental travel, as noted by Rolex. The watchmaker has incorporated innovative technology into the design, including a 24-hour rotatable bezel and a sleek ceramic bracelet.

During an appearance on Mornings with Maria, O’Leary was spotted wearing a steel Rolex GMT-Master II paired with his signature red strap. This particular watch model retailed for $10,750 on Jubilee in 2019 before the oyster version was released. However, due to its high demand and limited availability, the current market value for these expensive watches is above $30,000 on the secondary market.

7. Jaeger-Lecoultre Reverso Grande GMT

In 2009, Jaeger-LeCoultre launched the Reverso Grande Gmt, a high end watch now owned by Kevin, featuring a rose gold exterior. The watch is made of 18-carat rose gold and has a classic art-deco dial that displays the date, along with a second dial for local time. The manually wound Reverso Grande also boasts a power reserve indicator and comes equipped with a new brown alligator leather strap that matches the rose gold clasp. Though the watch is listed at a retail price of $28,400, it can be purchased on the secondary market for a significant discount at approximately $17,000.

8. Panerai Luminor Base Destro Ref. PAM 219

Among all his watches, Kevin O’Leary’s The Panerai Luminor 1950 Acciaio is by far his most precious timepiece. It features a cushion-shaped case and a circular crown guard. O’Leary opted to replace the standard brown strap of the 45 MM timepiece with a red one, according to the Swiss Watch Expo. The watch displays the trademark Panerai sandwich dial, which accentuates the watch’s bright background by placing the movement and the dial’s surface together. The watch is one of Panerai’s more basic models, and it is currently available on the secondary market for $5,000 to $6,000. Despite not being left-handed, O’Leary wears a left-handed watch with a crown located on the left side of the case, which is an intriguing feature. 

From the Writer

He’s a man of perfectionism, which includes his attire in his watch collection. If you have seen him on Shark Tank, you would have seen him wearing a white shirt, a black suit, and a matching tie multiple times. Kevin O’Leary’s watch collection also follows this pattern, with most of the timepieces having a red strap. Besides the above-mentioned watches, O’Leary also has a Jacob & Co. Epic X Chronograph, an AP Royal Oak Jumbo Ultra Thin Ref. 15202 with blue dial, and an Audemars Piguet Royal Oak, which he put in the collection recently. 

Kevin O’Leary had the opportunity to travel extensively during his childhood as his stepfather worked for the United Nations. He spent a significant time in Geneva, Switzerland, where he developed a strong affinity for vintage timepieces. He believes in following his heart and brand loyalty regarding watchmaking rather than following trends. Kevin O’Leary’s love for watches goes beyond anything, as he often talks about his watches on his YouTube channel. 

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