Many high-profile business leaders and entrepreneurs have turned their love for rare and niche cars into a defining part of their lifestyle. Here, we take a look at some notable examples of the icons and the machinery they cherish.
Ralph Lauren
The iconic fashion designer and entrepreneur has a car collection that rivals world-renowned museums. Lauren views cars as an extension of his creative vision, reflecting a blend of craftsmanship and style that aligns with his fashion empire.
- 1962 Ferrari 250 GTO: One of the most coveted cars in the world, valued at over £50 million.
- 1938 Bugatti Type 57SC Atlantic Coupe: An ultra-rare masterpiece with only two surviving examples.
- 1955 Jaguar XK120 Roadster: A sleek classic that embodies the elegance of post-war British design.
Elon Musk
While synonymous with the electric revolution, Musk has a soft spot for automotive history. His most famous purchase is “Wet Nellie” the 1976 Lotus Esprit from the James Bond film The Spy Who Loved Me. For Musk, owning a piece of cinematic and engineering history aligns with his drive for innovation.
Richard Branson
The Virgin Group founder is known for his adventurous spirit, which is reflected in his choice of a 1968 Morris Mini Cooper S. It is a quintessential British classic that captures Branson’s quirky, rebellious, and quintessentially “British” brand identity.
Jay Leno
While a legendary entertainer, Leno is business leader who created a massive “brand” in the automotive world. His collection features over 180 rare cars, including:
- Duesenberg Model J: A symbol of 1920s American luxury.
- McLaren F1: Widely regarded as the greatest supercar ever made, representing the pinnacle of modern engineering.
Bill Gates
The Microsoft business leader, entrepreneur and co-founder is a devoted Porsche ambassador. His most notable classic is the 1979 Porsche 911 Turbo. Gates has always been fascinated by precision engineering, and his collection reflects his admiration for technological perfection.
Noteworthy Models Adored by Icons
If you’re curious about which models consistently grab the attention of the world’s elite, here is a quick rundown:
- Shelby Cobra 427: The ultimate symbol of raw American muscle.
- Ferrari 250 GT California Spider: Often cited as the epitome of Italian elegance.
- Mercedes-Benz 300SL Gullwing: A blend of engineering marvel and iconic design.
- Jaguar E-Type: Famously called “the most beautiful car ever made” by Enzo Ferrari.

What Drives This Passion?
Beyond aesthetics and performance, rare classic cars offer business leaders:
- A Creative Outlet: Engaging with history and design outside of the boardroom.
- Networking: Auctions and tours provide a unique space for high-powered individuals to connect.
- A Legacy Piece: These cars are appreciating assets to be passed down through generations, provided you have the right specialist insurance and estate planning in place.
Ready to Protect Your Most Valuable Assets?
Rare collections and investment cars that reflect your success and personal journey are not ordinary assets and they deserve more than a standard insurance policy.
Our specialist cover is designed for those who own rare, niche and investment cars as an integral part of our clients lifestyle. Whether you are safeguarding a period residence, a contemporary bespoke build, or a private collection of classic, performance or collector vehicles, we provide tailored protection built around your portfolio.
For multi-policies with agreed value for rare and niche vehicles, our approach ensures that your investment cars are protected with precision and discretion.
Speak to a member of our specialist team today to arrange a bespoke solution aligned to your lifestyle.
At VINTTRO Cover, we don’t simply help insure assets, we protect your legacy, your investments and the way you live.

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