Silicon Valley Fashion: How to Dress Like a Tech CEO

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If you work in tech, Silicon Valley fashion is a great place to look for style inspiration.

While tech used to have a bad reputation when it came to style, many of today’s tech executives have really upped their style game. They’re dressing more stylishly and professionally than ever before.

By using an effective style system, you can look professional and like a leader at the office (while still being comfortable).

In this post, I’m sharing the best strategy for Silicon Valley style and how you can get the look too.

The Silicon Valley Fashion Strategy

As an entrepreneur, executive, or CEO in Silicon Valley, you want to improve your style. But you may not be sure how to do it.

The best way to achieve a low-maintenance executive style is to use our Next Level Wardrobe Style System™.

Our proprietary system focuses on three style elements:
1. Year around essentials
2. Core colors (black, white, grey, and navy)
3. Fit

Once you focus on these three things, your closet will come together a lot easier. With this strategy, you will be able to efficiently create powerful and professional outfits.

Now, let’s analyze 5 Silicon Valley Looks:

1. Jeff Bezos

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A post shared by Jeff Bezos (@jeffbezos)

Photo Credit: @JeffBezos

Jeff Bezos has emerged as one of Silicon Valley’s most stylish men.

Notice that Bezos focuses on core colors in both of these outfits. Navy, grey, black, and white make achieving Silicon Valley fashion effortless.


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A post shared by Jeff Bezos (@jeffbezos)

Photo Credit: @JeffBezos

Why do we focus on these colors?

Navy, grey, black, and white look good on everyone and they create a cohesive look when worn together. Outfits in these colors tend to look polished and well-thought-out.

Plus, you can easily mix and match these colors, which makes getting dressed easy.

Quick tip: Don’t fall for the common style myth that you can’t wear black and navy together. This just isn’t true. In fact, it’s one of my go-to color combinations.

2. Evan Spiegel

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Photo Credit: @Kerr_FamilyFan

This is one of my favorite Silicon Valley looks. Evan Spiegel is the co-founder and CEO of Snapchat.

He is one of Silicon Valley’s most stylish CEOs, but his style is subtle. He looks good without his clothing standing out too much or distracting from his message.

Most of the time, we see Evan in dark jeans or slacks, black or white tees, a jacket, and modern white sneakers.

If you’re just getting into style, this is a great tech startup outfit to try.

3. Arianna Huffington

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A post shared by Arianna Huffington (@ariannahuff)

Photo Credit: @AriannaHuff

When it comes to fashion style in Silicon Valley, few do it better than Ariana Huffington.

In particular, the look above is a great example of how you can use the Next Level Wardrobe Style System™ to create impactful looks.

In this photo, she’s wearing a black skirt with black boots and a houndstooth sweater. It’s a classic look that will give her confidence all day.

If you’re ready to take your style to the next level, try a patterned jacket or sweater on top of your core color top.

4. Sheryl Sandberg

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Photo Credit: @VictoriaBeckham

Sheryl Sandberg, CEO of Facebook, is one of the most powerful women in Silicon Valley.
At that level of influence, all of the details matter.

Sheryl does a great job projecting her leadership brand through her clothes whether she’s dressing formally like in the outfit above or casually like in the photo below.

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A post shared by Sheryl Sandberg (@sherylsandberg)

Photo Credit: @SherylSandberg

To copy this tech CEO style, focus on the basics.

For both men and women, cashmere sweaters, collared shirts, drawstring pants, and modern sneakers are great investment pieces.

For your summer work capsule wardrobe, incorporate some core pieces like a lightweight button-down and an easy-to-wear dress. These pieces will keep you cool in hot weather.

In the winter, you can mix in heavier pieces like a wool coat or thicker sweaters to keep you warm.

5. Ayman Hariri

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Photo Credit: @MagLebanon

Founder of Vero, a social media platform, Ayman Hariri is another one of my favorite Silicon Valley fashion icons.

His style is sharp and polished. As you can see, he often wears navy, a color that signifies trust.

His style also demonstrates the importance of tailoring. Fit makes a huge difference in how your clothes feel and look.

As a men’s personal stylist, I’ve found that most of my male clients need tailoring.

It’s a common misconception that clothing is meant to fit you off of the rack. In most cases, you’re going to need tailoring to get the right fit.

Alterations are especially important for investment pieces like suits, jackets, trousers, and other basics that you’re going to wear over and over again.

In general, Amir is a great example of how CEO fashion Silicon Valley can look informal, yet still sharp and powerful.

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I’ve helped many Silicon Valley executives communicate leadership and effectiveness through style. They look sharp, professional, powerful, and still like themselves.

Apply for my men’s image consulting services to get started.

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Cassandra Sethi

NYC Personal Stylist and Image Consultant. After working over 20 years in the Fashion Industry, most recently as a Senior Buyer for Equinox, she created Next Level Wardrobe – a luxury personal shopping service for successful professionals.

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