3 Male Silicon Valley CEO Style Breakdowns

Ready for a shortcut to your CEO style? Apply to work with Cassandra here!

For high-level executives like Silicon Valley CEOs, how you present yourself is about more than just yourself — your look is also a representation of your brand.

Is your current wardrobe telling the right story about you and your business?

Male Silicon Valley CEO style has become its own unique area of fashion over the past decade. Because of this, more people around the world are looking for ways to emulate this professional and powerful look in their closets.

I’ve worked with high-level executives and busy CEOs as a Silicon Valley image consultant to help them exude confidence and leadership through the clothes that they wear.

Read on to learn how these three prominent Silicon Valley CEOs have used their wardrobe to convey leadership and professionalism in a personalized way (and how to create the same effect in your own closet).

Tim Cook, CEO of Apple

Tim Cook Male CEO Style

Photo Credit: Vogue UK

After taking over the role of Apple’s CEO in 2011, Tim Cook has become a household name known for his more reserved approach to leadership.

For his many virtual and in-person interviews and press conferences, Tim often opts for a comfortable yet sophisticated look that is always based on a core color.

This navy blue outfit is modern, put-together, and makes Tim look like a trustworthy expert in his field.

It is the perfect example of how tops and bottoms in core colors like black, white, navy, and grey are must-have pieces for CEO style because they are flattering on all skin tones and body sizes.

To get this look, you should start by investing in some quality pieces in core colors to build a small but multi-functional wardrobe. When I work with my private clients, I help them find clothing brands and styles that fit their needs and allow them to mix and match, creating a ton of great outfits from a small wardrobe.

As a Silicon Valley image consultant, I help men find the perfect core piece to build their unique and personalized take on CEO style.

Sundar Pichai, CEO of Google and Alphabet

Photo Credit: @sundarpichai /Instagram

The CEO of arguably one of the most well-known companies in the world, Sundar Pichai is an excellent example of male Silicon Valley CEO style.

While he does often wear suits to press conferences, recently Sundar has been able to dress like a leader in a more casual, yet still powerful, way. Layering a jacket over simple t-shirts is a great way to add shape and dimension to your outfit.

As the leader of thousands of employees, how Sundar chooses to dress has a massive impact on how people perceive both him and his brands. This well-fitted bomber jacket allows him to turn this more casual outfit into a professional yet approachable modern take on CEO style, allowing him to look like the great leader that he is.

To recreate this look, start by finding a jacket or blazer in a core color like black or navy. Don’t stress if the jacket doesn’t fit you like a glove off of the rack — they aren’t designed to fit every body type perfectly!

To get the right fit, I recommend taking all jackets and overshirts to a professional tailor to have them fitted to your body. Need help navigating the world of alterations? As a Silicon Valley stylist, I work with my clients to tailor their wardrobe to ensure they have the perfect fit every time.

Kevin Systrom, CEO of Instagram

Photo Credit: @kevin /Instagram

As one of the younger Silicon Valley CEOs on my list, 37-year-old Kevin Systrom has been on quite the style journey since he co-founded Instagram in 2010.

Since then, Kevin has been able to master his professional yet youthful take on CEO style. When you’re a younger member of the team, you want to find ways for your clothing to help you look your age while still enabling you to exude confidence and competence.

Dressing like a Silicon Valley CEO doesn’t mean you have to dress like your more senior business partners — I have helped many young entrepreneurs and business executives find their own personalized style tailored specifically to their age.

To copy Kevin’s look, I recommend following my executive style system. This step-by-step guide helps men build a wardrobe that commands attention and conveys leadership through the use of high-quality pieces in essential core colors.

Want to get help with creating your personalized male Silicon Valley CEO style? Check out my virtual executive image consulting services.

More Posts Related to CEO Style

Picture of Cassandra Sethi

Cassandra Sethi is a NYC Personal Stylist and Image Consultant. After working over 15 years in the Fashion Industry, most recently as a Senior Buyer for Equinox, she created her business, Next Level Wardrobe – a luxury personal shopping service for successful professionals. Cassandra’s been featured in Greatist, Livestrong and NY Mag.


For immediate help to upgrade your work style (virtually or in person), use this link to apply for a style consultation.

To receive my complimentary guide, 3 Items You Need In Your Closet Today, click here to put in your name and email.

Apply for a style consultation for immediate help to upgrade your style

Download my complimentary guide, 3 Items You Need In Your Closet Today

Next Level Wardrobe
[email protected]
Follow Me:
Newsletter Sign Up: