Winning Wimbledon

Hey y’all! Hope everyone had a great 4th of July holiday weekend. Quick reminder if you haven’t tapped in yet, we’re hosting a raffle for the chance to win some great Honor the Gift pieces. The offer ends soon. Don’t sleep on this!

P.S. Did a friend, teammate, or taste-inclined coworker forward you this email? Sign up here to get the Word of Westbrook straight into your inbox every week.

QUICK TAKE
How To Win Wimbledon (Without Hitting The Court)

The 2025 Wimbledon championships are in full swing, and they’re one of my favorite sporting events to attend. Peak summer in London is special.

Since I had the chance to attend last year, I thought I would share my POV on how to dress for success:

• Choosing an outfit to rock in the stands is an essential part of feeling like a good spectator – you want to stay cool and look cool, too.

• Finding that perfect balance can be tough, but I love sticking with monochromatic outfits with clean lines, breathable fabrics, and a comfortable shoe.

How do you like to dress for a full day of sports in the sun? Tell me your winning combo in the comments.

TUNNEL FITS
This Week’s Top 5 Tunnel Fits

• Skylar Diggins: Very well put together fit from top to bottom. Love a suit slightly oversized, but very casual. Overall a great look, and really just put together perfectly.

• Lewis Hamilton: Love love love this. By far my favorite look this week from Lewis. He’s always clean, but always does a very, very good matching set. This is amazing. Looks great. Fit the occasion. Very well put together.

• Collin Murray-Boyles: One of the best draft looks put together from top-to-bottom. I love a nice pinstripe. Very clean, tailored very well. He’s starting off his draft career looking great.

• David Beckham: Very, very well put together look. Nobody does it better than Beckham, even fresh out of surgery. Very clean. Colors on point. The classic double breasted suit. It looks great and perfect for Wimbledon.

TREND WATCH
Sandal Season

It's summer time, so it's natural to reach for a sandal… gotta let the toes breathe! That being said, it’s still a good idea to be selective about where you wear a sandal, depending on your chosen activity for the day. 

I suggest sticking to covering your feet up unless you're by the water at the beach or pool, or hanging out in the backyard. 

If you want an alternative summery-shoe option, go for a sneaker — or try a Birkenstock for comfort — when you're out and about. Gotta stay fresh.

ELEVATE YOUR GAME
Finding The Perfect Pair Of Sunglasses

The sun’s out and brighter than ever it seems, which means choosing the perfect pair of sunglasses is crucial. Knowing your face shape and the styles that frame it best is a big part of the process (I tend to lean toward colorful, plastic frames that are more square).

If your face is more…

• Round. Go for a wayfarer.

• Square. A cat-eye.

• Heart-shaped. Aviators.

• Triangular. Cat-eyes work too.

• Oval. Bold and rectangular.

ELEVATE YOUR GAME
Giveaway Alert!

Alright, y’all — this one’s simple. I’m giving away one of my favorite pieces from Honor the Gift: the Denim Riding Jacket. All you have to do to enter is be subscribed to this newsletter. You already did that? Bet. Want to boost your chances? Invite a friend.

You can:

• Click the button below to send an invite

• Or, share your unique referral link

When they sign up, boom — you get an extra entry and they’re entered too.

Starts May 1st. Ends August 31st. Winner’s getting that email on September 2nd.

Let’s run it. 💥

CANNES LIONS RECAP

I was proud to take the main stage at this year’s Cannes Lions festival on behalf of RW Digital (my multicultural media buying solutions company) for a powerful conversation on the major influence of multicultural audiences on the success of products and businesses, and why including marketing is absolutely necessary — both economically, and for the good of the culture. Being able to shine a light on this often under-served audience in front of the best and brightest in the marketing industry was an honor and I look forward to continuing to push the space forward.

Remember, every day is a chance to elevate your game – in style and in life. Stay hungry, stay humble, and always honor the gift. Can’t wait to hear what you thought about today’s drop.

Until next time,