With the holidays fast approaching, we’re faced with a familiar predicament: Why are the men in our lives so hard to shop for? (If we had to hazard a guess, we’d say it’s because their wish lists are usually something like “I don’t know, surprise me.”) Luckily, there’s Harry Rosen, the iconic Canadian luxury retailer touting elevated menswear—a place where you can shop for the perfect gift (at every price!) in-store, online or by appointment. Here, we name our top gift ideas for him, from an effortless tie-dye sweat suit to a sustainably sourced toque and an $85 pair of boxer briefs—trust us, he’ll actually appreciate the difference.

Patrick Assaraf charcoal swacket ($495)

When it comes to wardrobe proclivities, guys are all about multi-functional items. This merino-wool bomber jacket, which doubles as a sleek layering piece, checks all the boxes.

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Le Bonnet wool angora toque ($110)

Designed with natural biodegradable fibres sourced in the brand’s native Scotland, this chunky rib-knit toque comes with a side of sustainability.

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Salvatore Ferragamo suede Gancini logo belt ($580)

Want to up his accessory game? This Ferragamo belt—the epitome of Italian luxury—is the kind of closet staple he’ll reach for time and time again.

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Moncler Maya puffer ($1,835)

Get him suited up for slope season in Moncler’s hooded puffer. Decked out in the brand’s quintessential glossy nylon, this ’80s-inspired silhouette offers uncompromising warmth.

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Diesel tie-dye sweatshirt ($295)

Made for weekend cottaging or watching the big game, this sweatshirt-jogger combo takes athleisure to another level.

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Diesel tie-dye sweatpants ($295)

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Prada Re-nylon pouch set ($995)

It’s not a man purse—it’s a practical pair of pouches. Punctuated by Prada’s unmistakable triangle logo plate, this duo will let him carry his essentials in style.

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New Balance sneakers ($130)

Take a throwback silhouette and refurbish it with top-quality materials and it’s pretty much guaranteed that he’ll be sporting these 327s with everything in his wardrobe.

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Creed men’s inspiration kit ($75)

Packed with minis of Creed’s most masculine fragrances, this elegant gift set is the perfect way for him to find his next signature scent.

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Tom Ford stretch-cotton boxer briefs ($85)

A classic stocking stuffer gets a plush upgrade: Tom Ford’s logoed boxer briefs are crafted from an ultra-comfortable cotton jersey.

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Emporio Armani AirPod case ($95)

If he’s prone to misplacing that slick white case (I mean, who among us isn’t), gift him this stylish Armani holder, which is equipped with a fail-safe flap closure.

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