Wealth and power are two of the most common traits we associate with famous investors. Naturally, this image below also entails a certain profile in style. We are all familiar with the saying “dress for success.” In the investing world, dressing for success can take on a whole new meaning.

However, a close examination of wealthy investors reveals that not all are sporting peak lapels, designer shoes or luminous Rolex watches. Some are perfectly content wearing blue jeans and a t-shirt. Others, like 2016 presidential Candidate Donald Trump, get noticed for other stylistic elements that have more to do with what they wear on their head rather than which suits or clothes they pick out. For this reason, we thought it would be interesting to profile five well known investors and business tycoons across the style spectrum.

Mark Cuban

When looking at Mark Cuban, it’s difficult to see a man who has any professional endeavours, let alone is worth $3 billion.[1] The owner of the Dallas Mavericks made his billions in the dot-com era of the 1990s, where he developed and sold an online video portal to Yahoo for $5.7 billion. Since then, he can be seen courtside at Mavericks games wearing silly t-shirts and faded jeans. It’s unknown whether he ever gets the chance to comb his hair.

Richard Branson

The renegade billionaire known for skydiving and trying to navigate the Atlantic in a powerboat[2] doesn’t think much of ties or expensive suits in general.[3] It therefore comes as no surprise that Branson doesn’t enforce a dress code at Virgin, his flagship company.

“Personally, I think all employers should drop the dress code and let their teams wear whatever they feel most comfortable in,” Branson says.[4]

While certainly no slouch, Branson is usually seen in public wearing a plain, buttoned up dress shirt and jeans. The sports jacket is optional.

Larry Ellison

Larry Ellison is what you’d expect to see when looking at a billionaire. The tech investor and founder of Oracle has been described as a power dresser, sporting double-breasted suits, peak lapels and beautifully tailored clothes that not only compliment his features, but give him an exceedingly dominant, confident look. Since fading into the background at Oracle, Ellison has eased off a bit on the neckties and sharp ensembles, but continues to lead in style. After all, what would you expect from a man who purchased a Hawaiian island for $600 million? Ellison’s immaculate dress code is consistent with his other expensive interests.[5]

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