🥾 Week 4: STEP into Fall (Shoes & Accessories to Seal the Look)

Hey Reader,

Welcome to The Gent Within Style Dispatch – your style quarterback calling the plays this fall, so you never fumble your fit.

Congrats! You've made it to part 4 of GW's summer to fall transition series. 🙌 (catch up on previous weeks here.)

Fall isn’t just about adding layers. It’s also about what’s happening from the ankles down and in the little details that pull everything together like a well worn accessory.

I've included picks of my style deals of the week at the end of today's dispatch, so be sure to check 'em out!

Why Footwear Matters Now

Summer footwear is all about breathability and ease. Espadrilles, boat shoes, maybe even a daring pair of leather Birks.

But as the air cools and the leaves start to turn, your shoes should add visual weight and texture to match the season.

• Swap canvas for suede – Think chukkas, desert boots, double monkstraps or sneakers in rich browns, grays, or deep navy.

• Reintroduce leather – Polished derbies or brogues instantly ground an outfit in fall.

• Boot season begins (gently) – Lightweight Chelsea or cap-toe boots pair well with jeans, chinos, and even tailored trousers.

Accessories: Small Details, Big Shift

Accessories in fall do more than “finish” a look. They help transition your wardrobe without a full overhaul.

• Belts – A suede, textured or brown leather belt adds depth, especially in warm autumn hues.

• Scarves – Go for lightweight wool or cashmere blends for those in-between days.

• Hats – Swap the baseball cap for a wool flat cap or structured fedora if you’re feeling bold.

• Bags – Trade the nylon backpack for a leather weekender or canvas tote with leather trim.

STYLE DISPATCH SPONSOR

I've been a long-time subscriber of Morning Brew and several of their other newsletters. It's one of my main sources for staying up-to-date on what's happening back home in the states and around the world – in business, tech and investing.

Color & Texture Game

This is the season to lean into richer tones and tactile fabrics.

Oxblood, olive, camel, and deep navy in your shoes and accessories will harmonize with your evolving fall palette.

Even swapping a black leather belt for a chestnut one can subtly anchor your outfit in the new season.

One Quick Win

This week, take one summer shoe and one summer accessory and replace them with a fall-ready version. See how quickly it changes your entire vibe.

Fall isn’t just about sweaters. It’s about finishing the outfit. Get the shoes and accessories right, and the rest falls (pun intended) into place.

👔 Style Deals of The Week

Here's are a few hand-picked style deals for ya.

1. Huckberry - Rhodes Footwear Chelsea Boot $250 $150

Handcrafted in Leon, Mexico. Available in black & brown colorway.

2. Banana Republic - Cotton Hemp Denim Chore Coat $200 $60

Size XS, S and XXL available. Final sale, no returns or exchanges.

3. Carhartt - Rain Defender Heavyweight Softshell Jacket $120 $60

Half-off the discontinued color. Sizes S-XXL available.

4. Bonobos - Brushed Twill Chino $129 $59

Available in neutrals of dark brown, olive green and navy blue. Final sale.

📖 ICYMI: Reading for the road

• 👖 Dark Wash Denim Guide (How to Style & Where to Buy)
• ​🧥 How to Wear a Bomber Jacket (7 Stylish Ways)
• ​🥃 The Best Vodka Brands (Under $100)
• ​👟 How to Wear White Sneakers (5 Stylish Ways)
• ​👕 Short Sleeve Button Up Style Guide (How to Style)

Next Tuesday ➡️ I'd love your feedback in the poll below!