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Look like a winner in the show ring

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Experience the finest custom riding apparel on the market today. Whether you need an English saddle suit, hunt attire, or dressage Shadbelly, Tailored To Win® is the choice of winners.

Hand Crafted Suits

Our designs are modern and fashion-forward. Old world craftsman hand-cut and hand-finish each garment one at a time in the Bespoke tradition, exactly to your measurements.

Our fabrics, which come in an incredible array, are sourced from the finest mills in Italy, England, Thailand, and other parts of the globe. Owner James Sigmon personally travels the world to find the best woolens, silks, and blends. The result is the ultimate in comfortable riding attire that's designed to be as unique as you.