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Some pieces earn their reputation the honest way—through decades of use, refinement, and reinvention. The trucker jacket is one of them. Born from the needs of labor and loved for its timeless versatility, it’s become a fixture of men’s outerwear for over half a century. Short and structured, tough but never heavy-handed, it’s the kind of layer that can slot into anyone’s heavy rotation without a second thought.

A Brief History

The first trucker jackets came out of the American West—built for workers and ranchers who needed freedom of movement and a fabric tough enough to last through long days of heavy labor. As denim culture spread, the silhouette followed, showing up on artists, actors, and everyday guys who valued things that aged well.

That lineage still runs deep. At Taylor Stitch, we’ve taken those bones and built upon them—refining the fit, upgrading the fabric, and keeping the spirit intact.

You can trace that story further in our History of Trucker Jackets Journal.

fit model posing in The Long Haul Jacket in Rinsed Indigo Selvedge

The Long Haul Jacket: A Modern Classic

Our Long Haul Jacket is a nod to the original trucker forms. Every detail is purposeful — from custom YKK hardware to bar-tack reinforcements — and each fabric brings a different character to the same enduring framework.

1. Rinsed Organic Selvedge

The closest thing to a true original. Crisp at first, softening with each wear until it feels like second skin. It pairs naturally with everything from selvedge denim jeans to chinos, and only gets better with age.

2. Moleskin

A touch more refined, with a brushed hand and understated finish. It’s the trucker’s dressier cousin—perfect over an oxford shirt or a flannel.

3. Waffle

Adds a textured edge to an old standby. The subtle weave catches the light, bringing depth to even the simplest looks.

Each one carries the same foundation, but the choice of fabric shifts the tone—from rugged to refined, from workday to weekend.

fit model posing in The Long Haul Jacket in Black Indigo Waffle

The Ryder Jacket: A Workwear Twist

The Ryder Jacket takes the trucker’s DNA and grounds it in something tougher. Cut from our signature Chipped Canvas, it’s double-dyed, stone-washed, and ready for years of hard wear. It carries that same shorter, functional silhouette, translated through a fabric that wears like armor but feels broken-in from day one.

Pair it with a long sleeve shirt and chinos for a clean, utilitarian look, or throw it over a tee and jeans for an easy, off-duty feel. However you wear it, the Ryder proves that practicality and polish can share the same sentence.

fit model posing in The Ryder Jacket in Tobacco Chipped Canvas

How to Style a Trucker Jacket

The trucker jacket’s strength lies in its restraint. It doesn’t shout—it anchors. Here are a few ways to put it to work year-round.

1. The Everyday Uniform

Keep it simple: a waffle or denim trucker, a flannel shirt, and chinos. It’s straightforward, functional, and timeless—like the jacket itself.

2. The Transitional Layer

When the seasons blur, layer your trucker over a long sleeve tee or waffle shirt. The shorter cut plays well with heavier outerwear, so it works as both a mid-layer and a top piece.

3. The Elevated Take

For something sharper, choose moleskin or selvedge and pair it with wool trousers and an oxford. The shape keeps it casual, the textures keep it considered.

fit model posing in The Long Haul Jacket in Dried Cherry Moleskin

4. The Weekend Routine

For the off-hours, try the Ryder in Chipped Canvas with a soft tee and denim jeans. The jacket’s rugged texture balances the simplicity of the look—easy, capable, and quietly put together.

An American Original

The trucker jacket isn’t about nostalgia—it’s about continuity. The details may shift, but the core idea remains the same: make something once, make it well, and wear it often. Whether it’s the Long Haul’s classic denim build or the Ryder’s broken-in canvas, each version carries forward a lineage of work, travel, and honest design.

Because some things don’t need reinvention—they just need wearing.

editorial hanging image of The Long Haul Jacket in Rinsed Organic Selvedge

Shop Trucker Jackets

fit model posing in wool sweater
October 31, 2025

The Hardworking History of Wool

Long before wool became a mark of refinement, it was a material of necessity. Shepherds, sailors, and tradesmen relied on it not for fashion, but for survival—a natural fiber that kept them warm in the damp, breathed through the heat, and held its shape through seasons of labor.

Over centuries, that same grit became the fabric’s greatest luxury. Today, wool still carries the soul of its workwear past, but with a polish that earns it a place in any modern wardrobe.

Read more
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