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Shopping for a picky guy can be a major challenge, especially around the holidays. But don’t sweat it — we’ve got you covered. From hypebeasts to hikers, these perfect picks are bound to make a statement. Don’t forget: Buy now, pay later with Zip!

Everything we feature here has been hand-selected by our editorial team. When you purchase an item linked in our shopping guides, we may earn a small commission.

Rowing Blazers x NBA Logo Sweater

Haute hoops! Rowing Blazers is known for their unique blend of pop culture and high fashion, and this ultra-soft cotton knit is destined to be a slam dunk.

$245.00 or 4 payments of $61.25*


Carhartt Legacy Brief Bag

Carhartt delivers seriously durable products, water-repellent materials, and sleek designs. This practical bag is fit for a boss!

$67.49 or 4 payments of $16.87*


Timberland 6-Inch Premium Boots

From tough terrain to fly ‘fits on the city streets, Timberland’s bestselling boots make a thoroughly thoughtful gift for any outdoorsy guy. 

$198.00 or 4 payments of $49.50* 

Missoni Checkered Logo Wool Blend Scarf

Shopping for the dude who “doesn’t want anything”? A designer scarf is a safe bet — especially when it’s a chic neutral number from Missoni.

$69.99 or 4 payments of $17.49*


Virgil Abloh Nike Icons Book

This must-have coffee table book goes behind the scenes of Nike’s historic collaboration with Virgil Abloh, the savior of streetwear and king of sneakers.

$50.00 or 4 payments of $12.50*

Ray-Ban Aviator Sunglasses

Few items maintain their status as the gold standard for decades — but Ray-Ban’s timeless aviators are the exception. Look no further for a no-fail gift! 

$160.00 or 4 payments of $40.00*

Jack Mason Canton Day-Date Automatic

Take his wrist game to the next level with this impeccably stylish stainless steel timepiece. It will upgrade any look — from a suit to sportswear. 

$289.00 or 4 payments of $72.25*

Psycho Bunny Men’s Knit Beanie

Staying warm and looking cool may not seem easy, but thanks to a boss beanie like this Psycho Bunny staple, it’s a breeze.

$55.00 or 4 payments of $13.75*


Osprey Soelden 22 Skiing and Snowboarding Backpack

Gear up and get ready to shred! With forecasts filled with fresh pow on the horizon, any ski bum is bound to appreciate an elevated (get it?) take on this essential item.

$140.00 or 4 payments of $35.00*

Nike Tech Fleece Zip-Up Hoodie

Sizing can be tricky in the outerwear department, which is why hoodies are a flexible option that always deliver. At the top of the list? This new grail from Nike.

$130.00 or 4 payments of $32.50*

Live Event Tickets from TickPick

From the Brooklyn Nets to Billy Joel, TickPick is the affordable way to get in on the live event action. At prices 10% lower than their biggest competitor, they mean business.

Pay in 4 installments on purchases of $35+*

Garrett Leight Mulholland Sunglasses

What to get for the man who has everything? If you have a particularly fashion-forward gent in your life, invest in his eyewear — Garrett Leight is the sleekest splurge.

$665.00 or 4 payments of $166.25*

G/FORE Quilted Quarter G Vest

Whether he’s hitting the green for a quick nine in chilly temps or just heading on a brisk coffee run, this vest is oh-so-right in winter white.

$255.00 or 4 payments of $63.75*

Polo Bear Tartan Card Case

Bulky wallets to the back! A handy card case sets a man up for success, and who better to rep than the perennially popular Polo Bear?

$66.50 or 4 payments of $16.62*

Fanatics Aaron Rodgers Green Bay Packers Nike 2021 Jersey

Green Bay guy? A proud Patriots fan? From the Cowboys to the Chiefs, Fanatics has exclusive jerseys that are sure to score points in the gifting department.

$169.99 or 4 payments of $42.50*

Allen Edmonds Verona II Italian Loafer

Holy horsebits! The loafer trend that separates the men from the boys makes the quintessential present, and these beauties are a necessary cop. 

$262.50 or 4 payments of $66.63*

Ferragamo Belt With Gold Buckle

Dapper dressing is the menswear trend du jour, and excellent accessories are a part of the package. The quickest way to boss up? A logo belt. 

$85.00 or 4 payments of $21.25*

Le Labo Thé Noir 29 Eau de Parfum

Any savvy scent lover already has Le Labo’s Santal 33 on deck — so up his steez with the brand’s latest hit: Thé Noir 29, a magical musk that’s bagging five-star reviews.

$86.00 or 4 payments of $21.50*

Versace Navy Logo Socks

Introducing photographic proof that giving socks as a stocking stuffer is anything but lame in 2021. Alexa, play Migos. 

$95.00 or 4 payments of $23.75*

Apple AirTags — 4-Pack

If he’s known for misplacing his backpack, keys, and wallet, Apple’s latest innovative essential will help him keep everything on lock.

$99.00 or 4 payments of $24.75*

*Terms and conditions apply. Prices are included for representative example only, and are subject to price and availability changes without notice. Taxes and platform fee, if applicable, are not included in this calculation.

Everything we feature here has been hand-selected by our editorial team. When you purchase an item linked in our shopping guides, we may earn a small commission.