SALE | Stay Winning

We've slashed prices on our most popular items. This is an opportunity that shouldn't be missed to get great deals. Nothing says style like grabbing something great while saving cash & that’s what’s offered here. Shop our limited items before they're gone!

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Sale
Stay Winning Original Logo Navy/White Crewneck Sweater Stay Winning Original Logo Navy/White Crewneck Sweater Quick View

Stay Winning Original Logo Navy/White Crewneck Sweater

$ 29.99 $ 54.99

SIZE
COLOR
NAVY
Quantity
Stay Winning Original Logo Navy/White Crewneck Sweater Comfort Weight Fleece 8.5 oz 80% Cotton 20% Polyester, Soft-washed Unisex
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Stay Winning Original Logo Navy/White Crewneck Sweater
$ 29.99
$ 54.99
Sale
Stay Winning Script Black/White Camo Hoodie Stay Winning Script Black/White Camo Hoodie Quick View

Stay Winning Script Black/White Camo Hoodie

$ 29.99 $ 49.99

SIZE
COLOR
BLACK
Quantity
Custom gold tip laces Gold side zippers Hand pockets on front 80% cotton 20% polyester Made in Pakistan
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Stay Winning Script Black/White Camo Hoodie
$ 29.99
$ 49.99
Sale
Stay Winning Script Red/White Camo Hoodie Stay Winning Script Red/White Camo Hoodie Quick View

Stay Winning Script Red/White Camo Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
RED
Quantity
Custom gold tip laces Gold side zippers Hand pockets on front 80% cotton 20% polyester Made in Pakistan
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Stay Winning Script Red/White Camo Hoodie
$ 29.99
$ 64.99
Sale
Stay Winning Script Navy/White Camo Hoodie Stay Winning Script Navy/White Camo Hoodie Quick View

Stay Winning Script Navy/White Camo Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
Custom gold tip laces Gold side zippers Hand pockets on front 80% cotton 20% polyester Made in Pakistan
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Stay Winning Script Navy/White Camo Hoodie
$ 29.99
$ 64.99
Sale
Stay Winning Never Losing El Chapo Navy Tee Stay Winning Never Losing El Chapo Navy Tee Quick View

Stay Winning Never Losing El Chapo Navy Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
Fine Knit  4.3 oz 100% Ringspun Cotton Exclusive limited print Product Description : El Chapo Guzman de Sinalo, Mexico as seen on Narcos. 
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Stay Winning Never Losing El Chapo Navy Tee
$ 19.99
$ 39.99
Sale
Stay Winning Never Losing Godmother Maroon Tee Stay Winning Never Losing Godmother Maroon Tee Quick View

Stay Winning Never Losing Godmother Maroon Tee

$ 19.99 $ 39.99

SIZE
COLOR
MAROON
Quantity
Fine Knit  4.3 oz 100% Ringspun Cotton Exclusive limited print Product Description : Griselda Blanco de Medellin, Columbia w/ Charles Cosby of Eas...
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Stay Winning Never Losing Godmother Maroon Tee
$ 19.99
$ 39.99
Sale
Stay Winning Spend Money Green Tee Stay Winning Spend Money Green Tee Quick View

Stay Winning Spend Money Green Tee

$ 19.99 $ 39.99

SIZE
COLOR
GREEN
Quantity
5.5 oz 100% Combed Ringspun Cotton
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Stay Winning Spend Money Green Tee
$ 19.99
$ 39.99
Sale
Stay Winning Script Red Tank Top Quick View

Stay Winning Script Red Tank Top

$ 19.99 $ 29.99

SIZE
COLOR
RED
Quantity
Description: Red tank top with original Stay Winning Script in white on front, solid back. Fabric: 5.5 oz. 100% Combed Ring-Spun Cotton, Soft-Washed.
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Stay Winning Script Red Tank Top
$ 19.99
$ 29.99
Sale
Stay Winning Script Navy Tank Top Quick View

Stay Winning Script Navy Tank Top

$ 19.99 $ 29.99

SIZE
COLOR
BLUE
Quantity
Description: Navy tank top with original Stay Winning Script in white on front, solid back.  Fabric: 5.5 oz. 100% Combed Ring-Spun Cotton, Soft-Was...
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Stay Winning Script Navy Tank Top
$ 19.99
$ 29.99
Sale
Stay Winning Script White Tank Top Quick View

Stay Winning Script White Tank Top

$ 19.99 $ 29.99

SIZE
COLOR
WHITE
Quantity
Description: White tank top with original Stay Winning Script in black on front, solid back. Fabric: 5.5 oz. 100% Combed Ring-Spun Cotton, Soft-Was...
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Stay Winning Script White Tank Top
$ 19.99
$ 29.99
Sale
Stay Winning Original Logo White/Red Elongated Scoop Tee Stay Winning Original Logo White/Red Elongated Scoop Tee Quick View

Stay Winning Original Logo White/Red Elongated Scoop Tee

$ 19.99 $ 24.99

SIZE
COLOR
WHITE
Quantity
Ultra Soft Hand, Tightly Knit Side-Seamed 4.3 oz 30 Singles 100% Combed Ringspun Cotton, Soft-Washed The length is 2 inches longer than standard ...
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Stay Winning Original Logo White/Red Elongated Scoop Tee
$ 19.99
$ 24.99
Sale
Stay Winning Original Logo Maroon Elongated Scoop Tee Stay Winning Original Logo Maroon Elongated Scoop Tee Quick View

Stay Winning Original Logo Maroon Elongated Scoop Tee

$ 19.99 $ 24.99

SIZE
COLOR
MAROON
Quantity
Ultra Soft Hand, Tightly Knit Side-Seamed 4.3 oz 30 Singles 100% Combed Ringspun Cotton, Soft-Washed The length is 2 inches longer than standard ...
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Stay Winning Original Logo Maroon Elongated Scoop Tee
$ 19.99
$ 24.99
Sale
Stay Winning Bay Area Grey Tee Stay Winning Bay Area Grey Tee Quick View

Stay Winning Bay Area Grey Tee

$ 19.99 $ 29.99

SIZE
COLOR
GREY
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette Our soft lightweight fabric has you covered for that timeless easy to go loo...
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Stay Winning Bay Area Grey Tee
$ 19.99
$ 29.99
Sale
Stay Winning Scarface Cork Popper Gang Maroon Tee Quick View

Stay Winning Scarface Cork Popper Gang Maroon Tee

$ 19.99 $ 29.99

SIZE
COLOR
MAROON
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, our soft lightweight fabric has you covered for that timeless easy to go lo...
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Stay Winning Scarface Cork Popper Gang Maroon Tee
$ 19.99
$ 29.99
Sale
Stay Winning Scarface Cork Popper Gang Red Tee Quick View

Stay Winning Scarface Cork Popper Gang Red Tee

$ 19.99 $ 29.99

SIZE
COLOR
RED
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, our soft lightweight fabric has you covered for that timeless easy to go lo...
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Stay Winning Scarface Cork Popper Gang Red Tee
$ 19.99
$ 29.99
Sale
Stay Winning Scarface Cork Popper Gang Black Tee Quick View

Stay Winning Scarface Cork Popper Gang Black Tee

$ 19.99 $ 29.99

SIZE
COLOR
BLACK
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, our soft lightweight fabric has you covered for that timeless easy to go lo...
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Stay Winning Scarface Cork Popper Gang Black Tee
$ 19.99
$ 29.99
Sale
Stay Winning Cartel Angel Crew Neck Sweater Stay Winning Cartel Angel Crew Neck Sweater Quick View

Stay Winning Cartel Angel Crew Neck Sweater

$ 29.99 $ 49.99

SIZE
COLOR
BLACK
Quantity
Front hand pockets w/zippers Raglan fit 100% cotton  Made in Pakistan  
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Stay Winning Cartel Angel Crew Neck Sweater
$ 29.99
$ 49.99
Sale
Stay Winning Never Losing Navy Slides Stay Winning Never Losing Navy Slides Quick View

Stay Winning Never Losing Navy Slides

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
Sizes 7-13 Slip resistant Black/gold dust bag
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Stay Winning Never Losing Navy Slides
$ 19.99
$ 39.99
Sale
Stay Winning Air Americano Slides Stay Winning Air Americano Slides Quick View

Stay Winning Air Americano Slides

$ 19.99 $ 39.99

SIZE
COLOR
RED
Quantity
Slip resistant Black/gold dust bag Sizes 7-13
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Stay Winning Air Americano Slides
$ 19.99
$ 39.99
Sale
Stay Winning Warriors Blue Tee Stay Winning Warriors Blue Tee Quick View

Stay Winning Warriors Blue Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
4.3 oz 100% Deluxe combed ringspun cotton. 50/50 Cotton Polyester Pre-shrunk to minimize shrink
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Stay Winning Warriors Blue Tee
$ 19.99
$ 39.99
Sale
Stay Winning x Meet The Dealers Coast To Coast Reversible Jacket Stay Winning x Meet The Dealers Coast To Coast Reversible Jacket Quick View

Stay Winning x Meet The Dealers Coast To Coast Reversible Jacket

$ 89.99 $ 159.99

SIZE
COLOR
BLUE
Quantity
Fully embroidered logos. West Coast Stay Winning side champagne bottle representing success w/ a Toast to the good life. East Coast Meet The Deale...
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Stay Winning x Meet The Dealers Coast To Coast Reversible Jacket
$ 89.99
$ 159.99
Sale
Stay Winning Black/Navy Soccer Polo Tee Stay Winning Black/Navy Soccer Polo Tee Quick View

Stay Winning Black/Navy Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
NAVY
Quantity
Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit) 40% Cotton 60% Polyester Dry Fit Material
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Stay Winning Black/Navy Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Black/Pink Soccer Polo Tee Stay Winning Black/Pink Soccer Polo Tee Quick View

Stay Winning Black/Pink Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
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Stay Winning Black/Pink Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Cream/Royal Soccer Polo Tee Stay Winning Cream/Royal Soccer Polo Tee Quick View

Stay Winning Cream/Royal Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
WHITE
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
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Stay Winning Cream/Royal Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Black/Red Soccer Polo Tee Stay Winning Black/Red Soccer Polo Tee Quick View

Stay Winning Black/Red Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
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Stay Winning Black/Red Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Red/Navy Soccer Polo Tee Stay Winning Red/Navy Soccer Polo Tee Quick View

Stay Winning Red/Navy Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
RED
Quantity
Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit) 40% Cotton 60% Polyester Dry Fit Material
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Stay Winning Red/Navy Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Navy/Yellow Soccer Polo Tee Stay Winning Navy/Yellow Soccer Polo Tee Quick View

Stay Winning Navy/Yellow Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
BLUE
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
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Stay Winning Navy/Yellow Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Long Sleeve Navy Blue Soccer Polo Tee Stay Winning Long Sleeve Navy Blue Soccer Polo Tee Quick View

Stay Winning Long Sleeve Navy Blue Soccer Polo Tee

$ 19.99 $ 64.99

SIZE
COLOR
NAVY
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
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Stay Winning Long Sleeve Navy Blue Soccer Polo Tee
$ 19.99
$ 64.99
Sale
Stay Winning Long Sleeve Royal Blue Soccer Polo Tee Stay Winning Long Sleeve Royal Blue Soccer Polo Tee Quick View

Stay Winning Long Sleeve Royal Blue Soccer Polo Tee

$ 19.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
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Stay Winning Long Sleeve Royal Blue Soccer Polo Tee
$ 19.99
$ 64.99
Sale
Stay Winning Anti-Hater Player's Club Maroon Scoop Tee Stay Winning Anti-Hater Player's Club Maroon Scoop Tee Quick View

Stay Winning Anti-Hater Player's Club Maroon Scoop Tee

$ 19.99 $ 24.99

SIZE
COLOR
MAROON
Quantity
The length is 2 inches longer than standard in front, 4 inches longer in the back, with a swooping scallop hemline The neckline is also more open ...
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Stay Winning Anti-Hater Player's Club Maroon Scoop Tee
$ 19.99
$ 24.99
Sale
Stay Winning Navy Embroidered Short Sleeve Hoodie Stay Winning Navy Embroidered Short Sleeve Hoodie Quick View

Stay Winning Navy Embroidered Short Sleeve Hoodie

$ 29.99 $ 49.99

SIZE
COLOR
BLUE
Quantity
Soft french terry pullover with drawstring hood Kangaroo pocket and short sleeves 70% Cotton 30% Polyester Construction Kangaroo Pockets Stay Winn...
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Stay Winning Navy Embroidered Short Sleeve Hoodie
$ 29.99
$ 49.99
Sold Out
Stay Winning Never Losing Pepe Black Tee Stay Winning Never Losing Pepe Black Tee Quick View

Stay Winning Never Losing Pepe Black Tee

Sold Out

SIZE
COLOR
BLACK
4.3 oz 100% Deluxe combed ringspun cotton. 50/50 Cotton Polyester Pre-shrunk to minimize shrinkage Product Description : Young Fly Frog w/ Cartie...
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Stay Winning Never Losing Pepe Black Tee
$ 19.99
$ 39.99
Sale
Stay Winning Embroidered Velour Blue Joggers Stay Winning Embroidered Velour Blue Joggers Quick View

Stay Winning Embroidered Velour Blue Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLUE
Quantity
Velvet material Custom gold tip laces Gold embroidered SW on back right pocket 92% polyester 8% spandex
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Stay Winning Embroidered Velour Blue Joggers
$ 29.99
$ 59.99
Sale
Stay Winning Embroidered Velour Maroon Joggers Stay Winning Embroidered Velour Maroon Joggers Quick View

Stay Winning Embroidered Velour Maroon Joggers

$ 29.99 $ 59.99

SIZE
COLOR
MAROON
Quantity
Velvet material Custom gold tip laces Gold embroidered SW on back right pocket 92% polyester 8% spandex
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Stay Winning Embroidered Velour Maroon Joggers
$ 29.99
$ 59.99
Sale
Stay Winning Embroidered Velour Maroon Hoodie Stay Winning Embroidered Velour Maroon Hoodie Quick View

Stay Winning Embroidered Velour Maroon Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
MAROON
Quantity
Velvet material Gold side zippers Kangaroo pocket  Pull over  Custom drawstrings w/ gold tips Embroidered gold Stay Winning on left chest 92% poly...
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Stay Winning Embroidered Velour Maroon Hoodie
$ 29.99
$ 64.99
Sale
Stay Winning Embroidered Velour Blue Hoodie Stay Winning Embroidered Velour Blue Hoodie Quick View

Stay Winning Embroidered Velour Blue Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
Velvet material Gold side zippers Kangaroo pocket  Pull over  Custom drawstrings w/ gold tips Embroidered gold Stay Winning on left chest 92% poly...
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Stay Winning Embroidered Velour Blue Hoodie
$ 29.99
$ 64.99
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Stay Winning White/Red Baseball Tee Stay Winning White/Red Baseball Tee Quick View

Stay Winning White/Red Baseball Tee

Sold Out

SIZE
COLOR
WHITE
6 oz. 100% Cotton Tubular Jersey Classic Raglan fit double-needle sleeve opening and curved saddle hem Pre-shrunk to minimize shrinkage
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Stay Winning White/Red Baseball Tee
$ 19.99
$ 39.99
Sale
Stay Winning White/Navy Baseball Tee Stay Winning White/Navy Baseball Tee Quick View

Stay Winning White/Navy Baseball Tee

$ 19.99 $ 24.99

SIZE
COLOR
WHITE
Quantity
6 oz. 100% Cotton Tubular Jersey Classic Raglan fit double-needle sleeve opening and curved saddle hem Pre-shrunk to minimize shrinkage
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Stay Winning White/Navy Baseball Tee
$ 19.99
$ 24.99
Sale
Stay Winning Block Master Grey Pocket Tee Stay Winning Block Master Grey Pocket Tee Quick View

Stay Winning Block Master Grey Pocket Tee

$ 9.99 $ 19.99

SIZE
COLOR
GREY
Quantity
100% cotton Suggest to go one size up for perfect fit
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Stay Winning Block Master Grey Pocket Tee
$ 9.99
$ 19.99
Sale
Stay Winning Yellow Gold Chain Quick View

Stay Winning Yellow Gold Chain

$ 29.99 $ 59.99

SIZE
COLOR
GOLD
Quantity
24" chain Yellow Gold Plated High grade stainless steel Exclusive Limited Edition  
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Stay Winning Yellow Gold Chain
$ 29.99
$ 59.99
Sale
Stay Winning Rose Gold Chain Quick View

Stay Winning Rose Gold Chain

$ 29.99 $ 59.99

SIZE
COLOR
ROSE GOLD
Quantity
24" chain Rose Gold Plated High grade stainless steel Exclusive Limited Edition
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Stay Winning Rose Gold Chain
$ 29.99
$ 59.99