Why Kevin O’Leary Wears Two Watches: The Real Reason Behind It

Why Does Kevin O’Leary Wear Two Watches?

Find why Kevin O’Leary wears two watches—sentimentality, branding, practicality, and luxury. Uncover the story behind this intriguing habit.

Kevin O’Leary is a well-spoken and unfiltered businessman and self-made entrepreneur. His attitude towards business often surprises people, making him a very appealing candidate for their show.

If you frequently follow O’Leary, you might have noticed that he tends to wear two watches on both his wrists. That often leaves his fans and avid business learners curious.

What is the significance of having a watch on either hand, especially for a multi-billion dollar investor? Is it purely for branding, or is there some sentimental motive that we’re unaware of?

In this article, we delve deeper into Kevin O’Leary’s mentality and strive to answer why he wears a watch on each hand.

The Origin of the Two-Watch Habit

Kevin O’Leary has chronologically stated the reasoning behind his unusual sense of fashion. The main reason behind wearing two watches is rather sentimental in Nature; O’Leary changed the location of one of his watches to his wife’s time zone.

O’Leary travels a lot due to his work, so one watch easily lets him keep track of the locations he frequently visits, and the second one reminds him to keep in touch with his wife.

Despite his busy lifestyle, he has stated in one of the interviews that this habit ensures he keeps in touch with family. Even though he prefers to be called “Mr. Wonderful,” a name he takes with a grain of salt considering his brash persona, this habit paints a very different picture.

The choice of wearing a pair of watches is very intimate and symbolizes the bond he shares with his significant other even when he is thousands of miles away.

The Emotional Connection

Kevin O’Leary may come off as a very stern businessman, but his habit of wearing two watches reveals that there is more to him. He has also often emphasized the importance of family, and this particular habit validates that.

For O’Leary, who wears a watch coupled with something he already wears daily makes it deeply meaningful. Wearing a watch that reminds him of his wife touches on the importance of high-powered businesspeople being sentimental.

Many successful individuals have a certain routine that brings them closer to family, with O’Leary’s business watch blending with his personal life.

This perception that wealthy individuals are only concerned with amassing wealth and gaining influence is equally challenged now.

O’Leary has stated that amidst his global endeavours, he still treasures friendships and warm relations while appreciating his “tough love” approach during investments.

The Business and Branding Strategy

More than purely emotional reasons, O’Leary’s tendency to wear multiple watches at once serves as a clever marketing tactic.

For public people, personal branding is of the utmost importance, and it is always beneficial to be different. Eccentricities like Jobs’ black turtleneck and Zuckeberg’s grey T-shirt have become trademarks, which makes them easy to recognize, and so are O’Leary’s watches.

When he is on the television or during the interviews, regardless of the topic, his two watches are always a point of conversation. This raises questions and assists in creating a stronger brand Limage.

One way he ensures that people do not forget his name is by associating the image of wearing two watches with “Mr. Wonderful” and, instead, keeping the vice of dual-watching to himself.

The watch-wearing habit further coincides with his business philosophy of storytelling. To illustrate, his own life story or even the product matters, and O’Leary often argues how critical such aspects are.

His habit of wearing watches portrays a memorable story discipline on a global scale, further establishing him as a sentimental figure.

The Love for Luxury Watches

Like other influential people, Kevin O’Leary is a watch collector and admirer of timepieces. His collection includes many luxury watches, which he showcases publicly.

Some of his favourite brands include Rolex, Patek Philippe, and Audemars Piguet. Given his individual preferences, wearing two watches at once can only allow him to enjoy more of his collection.

In the business world, watches are very often treated as symbols of stature. Many wealthy individuals utilize timepieces to show off how detailed, successful, and knowledgeable they are about craftsmanship.

So, his habit of wearing two watches at a time could also come from this particular culture of watches being used as power or sophistication tools.

The one other fascinating detail about the watches he sports is that he tends to wear red-strapped ones the most.

This has become yet another statement for his brand. It draws attention and boldly states that he is very proud of his character and willingness to take risks.

The Practicality of Two Watches

Apart from branding and sentiment, there is one logical reason that supports the need for wearing two watches. The reason is Kevin O’Leary is a global entrepreneur and investor who often flies around the world, which causes him to change his current time zone constantly.

This allows him to track more than one timezone very easily without always relying on digital devices.

Many businesses operate by the motto ” Always on time.” One of its first proponents was Francis Gall. Certain professionals in America, like the military and pilots, wear two timepieces for a reason.

Specialized fields where the timing is very sensitive clearly benefit because each timepiece serves a different purpose. For example, someone like O’Leary, who deals in business all over the world, could serve as a practical way of managing crucial meetings and even the international stock markets.

Moreover, some great business people actually like using analogue timepieces instead of digital ones because of their battery life and durability. A watch does not run out of charge like a smartphone, which means one always knows the time, even in faraway places.

Conclusion

Kevin O’Leary’s wearing two watches is a symbiosis of personal affection, marketing strategy, luxury, and practicality. For him, it is very moving and, in some ways, a unique marketing tool that distinguishes him from other successful business people.

Likewise, his fondness for wristwatches and how they are used in business culture probably explains why he wears two watches simultaneously. Whatever the reason, emotional, practical, or affectionate, this practice has become customary for him.

In the end, the practice of wearing two watches O’Leary introduced illustrates that no matter how successful people are, they all have deeply personal narratives and habits that set them apart.

And for “Mr. Wonderful,” putting on two watches to pay tribute to his wife has ironically become one of his most notable trademarks.