The Modest Man’s Favorite Black Friday Cyber Monday Deals for 2023 –

Here are some of my favorite deals for Black Friday and Cyber Monday this year!

Tis the season! Regardless of what holiday you celebrate, cold weather is synonymous with gift-giving. That means it’s time to look at deals (even if the person you’re gifting is yourself)!

If you’re me though, you might often miss some of the best deals in style and clothing — internet commerce is a vast, vast world after all.

No worries. This time I dove headfirst into the rabbit hole and came out with the best Black Friday and Cyber Monday deals. There’s something here for everyone, so check them out!


With the code TMM2023, you can get 15% off your entire order over at Amberjack. My love for the comfort-focused footwear brand, Amberjack, is no secret.

They have a good, but not overwhelming, range that includes all the essentials — even a high-shine tuxedo shoe. I love the Originals as an everyday shoe (read my hands-on review here) because of how versatile it is.

Amberjack Originals
Amberjack The Original

All of their models feature their special sole system that beautifully balances comfort and support. It’s lithe, has heat-activated arch support, and molds to your foot. It might be the perfect outsole.

Shop the deal all Black Friday, Cyber Monday Weekend:

Harber London

The leather gurus at Harber London have three excellent deals this year.

Their Black Friday sale runs from November 24th to the 26th. You get 30% off any order of two or more items.

Then, on the 27th, you can get 20% off. Any order

You don’t have to go for a $500 piece of luggage. We love their full-grain leather wallets, and I personally use their Everyday Briefcase. I appreciate its structured unstructured aesthetic.

Harber London pull tab
Harber London Leather Bifold Wallet

And! Exclusive to subscribers, between November 17 to the 23rd, you get an early-access VIP sale for that 30% off two or more offers. It’s super easy to subscribe (do it here).

Shop the best deals in luxury leather goods:

Oliver Cabell

This deal is pretty huge. Oliver Cabell is running anywhere from 25% to 50% off the entire side, and it’s already begun.

I think Oliver Cabell makes the market’s highest-value full-grain leather sneaker. They’re handmade in Marche, Italy. Plus, the website literally breaks down every single cost per item. These are good, honest shoes.

Oliver Cabell Distressed Low 1 close up
Oliver Cabell Distressed Low 1s

I’m a big fan of their sneakers (minimal or distressed) and their dapper drivers. Since their range is already so reasonably priced, I’ll definitely be buying several pairs for myself and as gifts.

Shop Oliver Cabell’s November sales:

Ash & Erie

Of course, we at TMM are thrilled that Ash & Erie has such a great sale this year. After all, they focus on stylish clothing for short men. And they’ve got everything from henleys to Harringtons, from chinos to denim. (Check out our full Ash & Erie review for our full take.)

Ash and Erie Long Sleeve Tee
Ash and Erie Long Sleeve Tee

For Black Friday and Cyber Monday, if you spend $150 or more, you get 25% off sitewide. 

The VIP preview sale is on November 18 and 19. For everyone else, the sale goes from the 20th all the way to the 30th.

Shop and save on the best deals for men of modest height:

Mott & Bow

Mott & Bow is known for their excellent denim, but they make top-notch basics in general. Their Black Friday Cyber Monday sale is a fun one, and it lasts from the 20th to the 27th.

You can shop a customizable pack of three, six, or ten items including t-shirts (for men and women), and underwear.

Mott and Bow Classic Crew Driggs T Shirt
Mott and Bow Classic Crew Driggs T-Shirt

You get 20% off packs of three, 25% off packs of six, and 40% off packs of ten. 

I love this sale because you always need basics, and they always need replacing. Why not stock up?

Shop the best in basics that are anything but boring:

The Best Deals This Year For You

From shoes to tees to jackets, I wanted to make sure to find the best of a little bit of everything. Just keep an eye on those dates.

Personally, I’m getting in on some OC shoes and maybe a jacket from Ash & Erie.

Which sales are you taking advantage of? Leave a comment to share!

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