Fall/Winter 2025 Collection

Gear up for cooler days and crisper nights with the Fall/Winter 2025 Collection—your one-stop shop for all-new arrivals built for how men actually live. Whether you're layering up, refreshing your grooming game, or shopping smart for the holidays, this collection is loaded with well-made goods that work hard and look sharp.

From heavyweight flannels and cold-weather outerwear to rugged boots, utility-minded grooming products, and durable everyday accessories, each item in this lineup is chosen for style, substance, and season-long staying power.

Green striped heavyweight cotton men’s shirt with dual chest pockets flat lay
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Iron & Resin Iron & Resin $64.50 USD $129.00 USD

Only 1 left

Front view of the Inlet Puffer Jacket in black – lightweight packable men’s winter jacket with zip pockets and quilted Oystex fill.
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Jetty Jetty $90.00 USD $180.00 USD

Only 1 left

Men's Tri-Blend Henley Sweater in Cloud Grey with three-button placket and rib-knit cuffs, front view - The Simple Man
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Schott Schott $62.50 USD $125.00 USD

Only 1 left

BEST SELLER
Trellis Cable Pullover sweater in dark brown wool blend, flat lay product photo at The Simple Man
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THE NORMAL BRAND THE NORMAL BRAND $74.00 USD $148.00 USD

Only 1 left

Cole slim brushed cotton shirt in Coastline Stripe, navy with brown, gold and gray stripes, flat lay - The Simple Man
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Bridge & Burn Bridge & Burn $74.00 USD $148.00 USD

Only 2 left

Bedford organic cotton utility shirt in denim herringbone, flat lay - The Simple Man
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Bridge & Burn Bridge & Burn $74.00 USD $148.00 USD

Only 1 left

Flat lay of men's Bedrock Pant in charcoal – durable cotton-spandex work pants from The Simple Man, featuring reinforced rivets and denim-style pockets
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Jetty Jetty $42.00 USD $84.00 USD

Only 1 left

Men’s heavy-duty tan work shirt made from 100% cotton with dual chest pockets and laser-engraved buttons – Horizon Shirt by The Simple Man.
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Jetty Jetty $53.00 USD $106.00 USD

Only 1 left

NEW
Man in a brushed cotton red, black and white plaid long sleeve shirt with black jeans
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Liverpool Liverpool $54.50 USD $109.00 USD

Only 2 left

Larson brushed flannel shirt in volcanic plaid, flat lay with chest pocket - The Simple Man
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Bridge & Burn Bridge & Burn $74.00 USD $148.00 USD

Only 1 left

NEW
Cole slim brushed cotton shirt in green plaid on a wooden hanger showing two flap chest pockets - The Simple Man
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Bridge & Burn Bridge & Burn $74.00 USD $148.00 USD

Only 2 left

Front view of model wearing Generation Plaid Shirt in grey with layered hoodie for fall or winter style
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7 Diamonds 7 Diamonds $62.50 USD $125.00 USD

Only 1 left

Ritter Flannel Shirt in brown, blue, and tan plaid – men's classic cotton flannel with chest pockets, available at The Simple Man
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Flag and Anthem Flag and Anthem $29.75 USD $59.50 USD

Only 1 left

Folded light grey Flex Terry slim straight men's pants displayed on white background
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Marine Layer Marine Layer $74.00 USD $148.00 USD

Only 3 left

Flat lay of Pacifica Stretch Twill Overshirt in warm plaid colorway, classic fit 215 GSM midweight shirt, exclusive at The Simple Man
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Marine Layer Marine Layer $84.00 USD $168.00 USD

Only 4 left

Full flat lay of Rodanthe Blanket Flannel in Aloe – long sleeve plaid flannel shirt-jacket made from heavyweight cotton
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Howler Brothers Howler Brothers $62.50 USD $125.00 USD

Only 1 left

Front view of Brenton Convertabrim Fedora in tan wool felt with leather hat band – men's adjustable wide-brim fedora sold at The Simple Man Omaha
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Brixton Brixton $54.50 USD $109.00 USD

Only 1 left

Model Wearing Devile Dog Slim Straight Jeans. in Benson Color, Front view
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Devil Dog Devil Dog $49.50 USD $99.00 USD
Model Wearing Devil Dog Athletic Fit Jeans in Taylorsville color, front view
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Devil Dog Devil Dog $49.50 USD $99.00 USD

Only 2 left

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Maven 2105 Maven 2105 from $7.50 USD $60.00 USD

Only 1 left