Name: The Original (Chestnut) - Classic
Brand: Amberjack Shoes
SKU: 5605225149357
Price: 195.0 USD
Availability: InStock

We designed these shoes to feel even better than they look so you’ll be ready for anything.

Color: Chestnut (Classic)

FULL-GRAIN LEATHER

ITALIAN SUEDE

CLASSIC COLLECTION i

Size

7
7.5
8
8.5
9
9.5
10
10.5
11
11.5
12
12.5
13
14
15

Width:

Standard

Only 8 left!

Size

7.5

8.5

9.5

10.5

11.5

12.5

The Original Classic Dress Shoe by Amberjack in Chestnut Brown Leather - Medial View

Chestnut (Classic) $195

The Original • Size: 7

Most Comfortable Dress Shoe

Free Shipping

Free Returns

2-Year Warranty

Details

A-grade full grain leather & sheepskin lining
Dual-function athletic outsole
Removable heat-activated insole
Designed in Brooklyn, NY & made in Portugal

As Seen in

Sizing guidance

True to size; size down if you are between sizes. Size up if you have a wider foot.
For styles available in sizes EE, please see our collection here.

FAQ's

Do you offer free returns?

Yes, we have free returns and exchanges within 30 days for orders within the contiguous US.

Why don't you offer discounts or sales?

This helps ensure that all customers get the same low price year round.

How long does standard shipping take?

Typically 2-5 business days for US orders.

How does the 2 year warranty work?

For any defects, issues, or damage within the first 2 years of purchase, we will send you a replacement pair at no cost.

How do I contact customer service?

Please email help@amberjack.shop or call 833-921-7392. We are available 7 days a week from 9am-9pm ET.

Go ahead, nerd out.

Our soles use high-performance TPU—lightweight, flexible, and built to last. Up top, it’s 100% natural, full-grain leather from LWG-certified tanneries. Every pair is handcrafted in Portugal with a balance of tradition and tech. Comfort, quality, style—no shortcuts.

NATURAL FULL-GRAIN LEATHER

Our hand-finished, full-grain leather is as beautiful as it is durable. Sourced from top-rated LWG tanneries in Portugal and Italy, it has a natural finish and only gets better with time.

Heat-activated arch support

We’ve got fancy foam that uses heat to form to your foot. It’s like memory foam but more durable so it’ll stay supportive way longer.

ANTI-SLIP ATHLETIC OUTSOLE

Our proprietary TPU outsole combines flexible athletic technology, supportive cushioning, and anti-slip traction for all-day comfort and a sneaker-like feel.

Super-soft sheepskin lining

Your feet will be hugged in buttery-soft sheepskin lining that's laser perforated to allow airflow. You’ll basically not want to wear socks.

“

“Best Men's Dress Shoe of 2025.”

“

“Using proprietary athletic technology and vertically sourced A-grade leather, these are the world's most advanced dress-casual shoes.”

“

“#1 Most Comfortable Business Casual Dress Shoes”

“

“#1 Best Overall Dress Shoe.”

“

“Amberjack, a Brooklyn upstart, targets young men keen to enjoy stealthier comfort and to “nerd out” on the hidden tech.”

“

“Emerging Brand Amberjack's Debut Shoe Already Has a 10,000+ Waitlist.”

“

“#1 Best Casual Shoes for Men”

“

“The Original offers a comfortable and casual option for the professional man on the move.”

“

“As far as dress shoes that feel like sneakers go, this one may as well have written the book.”

“

“One of the top picks for dress shoes this season.”

“

“Feel comfortable right out the box.”

“

“One of our favorite premium shoe brands when it comes to style, comfort, and value.”

“

“The Original is a perfect hybrid shoe that works in both casual and formal situations.”

No more compromising between style and comfort.

Every element of The Original is designed with performance in mind.

Brooklyn-designed, Portugal-made - similar shoes cost 2-3x more.

These shoes are good before you break them in and I’ve never had dress shoes like that before. Does it feel like a sneaker? No but does it feel better than any dress shoe I’ve ever had? Yes!! They feel heavier than I expected but who cares. I bought another one, different color, after I bought the first pair.

This is a shoe that combines style with comfort! It’s a very handsome shoe! However, it’s not very breathable, so don’t wear it in warm weather if you can, but that applies to all other leather footwear generally.

Great look and comfortable

Wore them for the first time to a wedding. Right out of the box they were very comfortable for the entire day.

The style worked well for an outdoor wedding transitioning to indoors.

Wonderful shoes

I purchased the shoes for walking around Europe. To get ready for the trip I have been walking 2-3 miles a day in them. They work perfectly, no sore feet at all. I will purchase another pair when I need to.

Great shoes and Outstanding Customer Servic

Through a series of blunders on my part, I ended up exchanging the shoes not once but twice. Despite this, the process was made totally painless. Once I finally got the shoes for the third and final time, I was delighted at the appearance and quality, especially at the price point. I marked the shoe size as running slightly small, but I notice that most others advise ordering smaller than normal, so experiences seem to vary. The shoes may need a slight break-in period, but even so, the comfort level, thus far, has been great.