Meet Silicon Valley's 2024 Men Of Style

These Silicon Valley gents have style galore. A closer look reveals the personalities behind all that panache.

Photographed and styled at Wilkes Bashford

JUSTIN PRETTYMAN

Good deeds are the foundational elements of Justin Prettyman’s job description. As the executive director of the San Francisco 49ers Foundation, Prettyman ensures that the nonprofit arm of the NFL franchise delivers on its promise to change lives in our community. “I love harnessing the passion people have for the 49ers to create meaningful impact in the lives of Bay Area youth,” says the executive. “The diversity of people and communities in the Bay Area is second to none.” @49ersFoundation

MY ULTIMATE STYLE ICON IS… PHARRELL WILLIAMS

THIS FALL, THE LOOK I WILL BE WEARING MOST IS… GAME-DAY GUSTO

MY SIGNATURE DAY LOOK PHILOSOPHY IS… JORDANS GO WITH EVERYTHING AND ANYTHING.

MY SIGNATURE EVENING LOOK IS… HOODIE, JOGGERS, CLEAN KICKS AND A BACKWARD MELIN (MELIN.COM) HAT

MY SIGNATURE SCENT IS… CLASSIC BY BROOKS BROTHERS (BROOKSBROTHERS.COM)

THE MOST TREASURED PIECE IN MY WARDROBE IS MY… MY DAD’S VINTAGE MARTIN LUTHER KING JR. LAPEL PIN

IF I COULD TURN BACK TIME, I WOULD TELL MY YOUNGER SELF… WORK FOR IT; DON’T WISH FOR IT.

KEN DELEON

“I love my job because I help the world’s smartest people make the largest and most important investment of their lives,” says Ken Deleon, founder of DeLeon Realty. Overseeing the region’s most successful real estate company means DeLeon often works 70 hours a week, but he says the backdrop of the best place to live in America is worth it. “The lifestyle here translates to a better work-life balance than other areas.” deleonrealty.com

THE THREE WORDS TO DESCRIBE MY SENSE OF STYLE ARE… BOLD, ENERGETIC, ANALYTICAL

MY ULTIMATE STYLE ICON IS… JAMES BOND, BUT MY STYLE PHILOSOPHY IS ITALIAN SPREZZATURA—AN EFFORTLESS EASE.

THIS FALL, THE LOOK I WILL BE WEARING MOST IS… OVERCOATS OR LAYERING SWEATERS AND SHIRTS

MY SIGNATURE DAY LOOK I S… COLORED DESIGNER JEANS, A BUTTON-DOWN SHIRT, SNEAKERS AND A SPORTS JACKET

MY SIGNATURE EVENING LOOK IS… VELVET JACKET, BOW TIE AND DRESS SHOES

MY SIGNATURE SCENT IS… CHANEL (CHANEL.COM) BLEU

THE MOST TREASURED PIECE IN MY WARDROBE IS MY… MY BEAUTIFUL WOOL LORO PIANA OVERCOAT

IF I COULD TURN BACK TIME, I WOULD TELL MY YOUNGER SELF… EMBRACE THE PRESENT MOMENT AND HAVE CONFIDENCE IN YOURSELF.

THE TITLE OF MY AUTOBIOGRAPHY WOULD BE… WHY DO BAD THINGS HAPPEN TO AMAZING PEOPLE?

ERIC RYAN

“I love building things from scratch. The creative process of identifying an opportunity to build a brand product and team around it still gives me joy as an entrepreneur,” says Eric Ryan, co-founder of Cast Jewelry, OLLY Vitamins and Welly First Aid. He’s currently working on two start-ups, including the low-sugar candy brand Tandy. “I love the Bay Area’s combination of a thriving entrepreneurial community surrounded by nature. It’s still the best place in the nation to start a company.” @castjewelry

THE THREE WORDS TO DESCRIBE MY SENSE OF STYLE ARE… COLORFUL, OPTIMISTIC AND APPROACHABLE

THIS FALL, THE LOOK I WILL BE WEARING MOST IS… MY TANGERINE SANDRO (SANDRO-PARIS.COM) SWEATER!

MY SIGNATURE (WEEKEND) DAY LOOK IS… JEANS WITH A PLAIN T-SHIRT PAIRED WITH A SWEATSHIRT AND BRIGHT SNEAKERS

MY SIGNATURE EVENING LOOK IS… GROUNDED IN DARK DENIM WITH A SPORTS JACKET BUT ACCENTED WITH POPS OF COLOR IN THE SHIRT, SHOES AND BELT

MY SIGNATURE SCENT IS… LE LABO (LELABOFRANGRANCES.COM) SANTAL 3

NO OUTFIT IS COMPLETE WITHOUT… BRACELETS LAYERED TOGETHER

IF I COULD TURN BACK TIME, I WOULD TELL MY YOUNGER SELF… DON’ T TAKE ON SO MUCH, AND FOCUS MORE. BUT I DON’ T THINK I WOULD HAVE LISTENED.

Jeff Garelick, director of stores for Wilkes Bashford, stands amid the soon-to-open new space for the brand in Palo Alto.

JEFF GARELICK

The reality of a massive new Palo Alto home for clothier Wilkes Bashford is taking shape, and Jeff Garelick is in the middle of it—literally. The brand’s Silicon Valley director of stores is excited to bring brands like Armani and Loro Piana to customers in an even larger space this fall. “I’m so fortunate to interact daily with the most incredible people, both as our clients and colleagues,” says Garelick. “The business is evolving, so it’s exciting to be a part of a community that is always growing and progressing.” @wilkesbashford

IN THREE WORDS I WOULD DESCRIBE MY STYLE AS… CLASSIC, TAILORED, POLISHED

MY ULTIMATE STYLE ICON IS… CARY GRANT

THIS FALL, THE LOOK I WILL BE WEARING MOST IS… A SHARP CASHMERE SPORT COAT, A COLOR-COORDINATED SHIRT OR SWEATER, WOOL SLACKS AND GREAT SHOES

MY SIGNATURE LOOK FOR DAYS OFF IS… POLO OR BLACK T-SHIRT, COTTON SLACKS, TONAL SNEAKERS

THE MOST TREASURED PIECE IN MY WARDROBE IS MY… KITON (KITON.COM) NEOPOLITAN BLUE CASHMERE SPORT COAT

IF I COULD TURN BACK TIME, I WOULD TELL MY YOUNGER SELF… BECOME FLUENT IN ITALIAN AND SPANISH

DR. DAVID LIEBERMAN

“Building trust with patients is a true honor,” says plastic surgeon Dr. David Lieberman, co-founder of L&P Aesthetics and The iO Clinic. “I’m at a point in my career where I enjoy performing at a high level in facial aesthetics. At the same time, I love challenging myself to improve every day. I’m also committed to using my skill set to give back locally and internationally through amazing organizations like HUGS (helpusgivesmiles.org),” a nonprofit that sends doctors to Ecuador, Vietnam and Guatemala to provide free surgeries for everything from cleft lips and palates to congenital facial deformities. @LPAesthetics

THE THREE WORDS TO DESCRIBE MY SENSE OF STYLE… CLASSIC, CUSTOM, STRUCTURED

MY ULTIMATE STYLE ICONS ARE… DAVID BECKHAM AND DANIEL CRAIG (THE NERDY VERSIONS)

THIS FALL, THE LOOK I WILL BE WEARING MOST IS… TAILORED SUITS

MY SIGNATURE SCENT IS… IF I COULD BOTTLE THE GOLDEN HOUR IN NANTUCKET THAT WOULD BE I T.

THE MOST TREASURED PIECE IN MY WARDROBE IS MY… A GOLD POCKET WATCH FROM MY GRANDFATHER

IF I COULD TURN BACK TIME, I WOULD TELL MY YOUNGER SELF… THE ACT OF WORRYING AMOUNTS TO LITTLE. THE ACT OF CARING BRINGS MEANING TO EVERYTHING.

PHILIP MEYER

The Rosewood Sand Hill’s general manager, Philip Meyer, is the definition of a renaissance man. At one point in his life, cycling in the Tour de France was a goal, but so was running a high-end kitchen as a chef. Before landing in the Bay Area, he built his CV by running five-star hospitality brands, including Rosewood properties in Vancouver and Georgia. “I love connecting and helping some truly remarkable guests. We welcome some of the most iconic people in the world, and we keep it to ourselves!” @rosewoodsandhill

THE THREE WORDS TO DESCRIBE MY SENSE OF STYLE ARE… COOL, COMFORTABLE AND COLORFUL

THIS FALL, THE LOOK I WILL BE WEARING MOST IS… EREDIPISANO (EREDIPISANO.COM) SUITS AND SPORT JACKETS, AND MAGNANNI (MAGNANNI.COM) SHOES

MY SIGNATURE (WEEKEND) DAY LOOK IS… ASSOS (ASSOS.COM) AND VUORI (VUORICLOTHING.COM)

MY SIGNATURE EVENING LOOK IS… CRISP FRENCH CUFF ETON (ETONSHIRTS.COM) WHITE SHIRT AND BOGGI MILANO (BOGGI.COM) L IGHT BLUE SPORTS JACKET

MY SIGNATURE SCENT IS… VOTARY (VOTARYSKINCARE.COM) FACIAL OIL

THE MOST TREASURED PIECE IN MY WARDROBE IS MY… BRACELET WITH MY CHILDREN’S NAMES ON IT

IF I COULD TURN BACK TIME, I WOULD TELL MY YOUNGER SELF… EVERY ACTION HAS A CONSEQUENCE, GOOD OR BAD. CHOOSE WISELY.

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