STAY WINNING

Stay Winning is a lifestyle mindset in a stylish manner. An all American classic street wear brand motivating the masses in apparel & accessory format. Encouraging you to fight the pursuit of living the American Dream on a daily basis. A strong powerful message so positive reminding you daily that you can make it through. Spreading this energy with a glow everywhere you go. Designed to make you feel proud & confident in your appearance. Originated in Northern California with a timeless universal reach that can relate to all walks of life. This is STAY WINNING.
  • Sort by

  • Shop by Color

  • Shop by Material

Sale
Stay Winning Script Navy/Yellow Joggers Quick View

Stay Winning Script Navy/Yellow Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLUE
Quantity
8.5 oz Soft-washed 80/20 Cotton Poly Fleece Side slash pockets and back right pocket Crotch gusset for ultimate comfort and style Rib-knit a...
Sale
Stay Winning OG/Script Logo Navy/Yellow Full Zip-Up Hoodie Stay Winning OG/Script Logo Navy/Yellow Full Zip-Up Hoodie Quick View

Stay Winning OG/Script Logo Navy/Yellow Full Zip-Up Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
8.5 oz, soft washed 80% Cotton 20% Polyester 3-End Yarn Silver Metal Zipper w/"scuba" hood
Sale
Stay Winning Script Navy/Red Joggers Quick View

Stay Winning Script Navy/Red Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLUE
Quantity
8.5 oz Soft-washed 80/20 Cotton Poly Fleece Side slash pockets and back right pocket Crotch gusset for ultimate comfort and style Rib-knit a...
Sale
Stay Winning OG/Script Logo Navy/Red Full Zip-Up Hoodie Stay Winning OG/Script Logo Navy/Red Full Zip-Up Hoodie Quick View

Stay Winning OG/Script Logo Navy/Red Full Zip-Up Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
8.5 oz, soft washed 80% Cotton 20% Polyester 3-End Yarn Silver Metal Zipper w/"scuba" hood
Sale
Stay Winning Script Black/Neon Yellow Joggers Quick View

Stay Winning Script Black/Neon Yellow Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
8.5 oz Soft-washed 80/20 Cotton Poly Fleece Side slash pockets and back right pocket Crotch gusset for ultimate comfort and style Rib-knit a...
Sale
Stay Winning OG/Script Logo Black/Neon Yellow Full Zip-Up Hoodie Stay Winning OG/Script Logo Black/Neon Yellow Full Zip-Up Hoodie Quick View

Stay Winning OG/Script Logo Black/Neon Yellow Full Zip-Up Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLACK
Quantity
8.5 oz, soft washed 80% Cotton 20% Polyester 3-End Yarn Silver Metal Zipper w/"scuba" hood
Sale
Stay Winning Women SW Logo Gold Embroidered Marled Ash Joggers Stay Winning Women SW Logo Gold Embroidered Marled Ash Joggers Quick View

Stay Winning Women SW Logo Gold Embroidered Marled Ash Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
Slim fit, flat draw-cord, front side pockets & a single back patch pocket. Finely-knit 3-end French Terry 65/35 cotton/polyester 8.0 oz. y...
Sale
Stay Winning Women Script Logo Gold Embroidered Marled Ash Hoodie Stay Winning Women Script Logo Gold Embroidered Marled Ash Hoodie Quick View

Stay Winning Women Script Logo Gold Embroidered Marled Ash Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLACK
Quantity
Double lined hood, pouch pocket, flat draw-cord, side-seamed w/ satin neck taping. Finely-knit 3-end French Terry 65/35 cotton/polyester 8.0 oz...
Sale
Stay Winning Women SW Logo Gold Embroidered Dusty Rose Joggers Quick View

Stay Winning Women SW Logo Gold Embroidered Dusty Rose Joggers

$ 29.99 $ 59.99

SIZE
COLOR
PINK
Quantity
Slim fit, flat draw-cord, front side pockets & a single back patch pocket. Finely-knit 3-end French Terry 65/35 cotton/polyester 8.0 oz. y...
Sale
Stay Winning Maroon/Black Track Pants Stay Winning Maroon/Black Track Pants Quick View

Stay Winning Maroon/Black Track Pants

$ 29.99 $ 44.99

SIZE
COLOR
MAROON
Quantity
100% Recycled Polyester Tricot Imported Front zipper pockets Drawcord on elastic waist Slim fit
Sale
Stay Winning Maroon/Black Track Jacket Stay Winning Maroon/Black Track Jacket Quick View

Stay Winning Maroon/Black Track Jacket

$ 29.99 $ 64.99

SIZE
COLOR
MAROON
Quantity
100% Recycled Polyester Tricot Imported Regular fit strikes a comfortable balance between loose and snug Stand-up collar for coverage Full zip let...
Stay Winning Black Toddler Script Tee Quick View

Stay Winning Black Toddler Script Tee

$ 19.99

SIZE
COLOR
BLACK
Quantity
Fabric 30 single 4.3 oz. Soft-washed 100% combed ring-spun cotton 60% cotton / 40% polyester Features Unisex Ultra soft hand Side-seamed Tightly...
Stay Winning Mint Toddler Script Tee Quick View

Stay Winning Mint Toddler Script Tee

$ 19.99

SIZE
COLOR
MINT
Quantity
Fabric 30 single 4.3 oz. Soft-washed 100% combed ring-spun cotton 60% cotton / 40% polyester Features Unisex Ultra soft hand Side-seamed Tightly...
Stay Winning Grey Heather Toddler Script Tee Quick View

Stay Winning Grey Heather Toddler Script Tee

$ 19.99

SIZE
COLOR
GREY
Quantity
Fabric 4.3 oz. Soft-washed 100% combed ring-spun cotton 60% cotton / 40% polyester Features Unisex Ultra soft hand Side-seamed Tightly knit Stan...
Stay Winning Hot Pink Toddler Tee Stay Winning Hot Pink Toddler Tee Quick View

Stay Winning Hot Pink Toddler Tee

$ 19.99

SIZE
COLOR
PINK
Quantity
Fabric 30 single 4.3 oz. Soft-washed 100% combed ring-spun cotton 60% cotton / 40% polyester Features Unisex Ultra soft hand Side-seamed Tightly...
Sale
Stay Winning Youth Black Script Tee Quick View

Stay Winning Youth Black Script Tee

$ 19.99 $ 24.99

SIZE
COLOR
BLACK
Quantity
Fabric 30 single 4.3 oz. Soft-washed 100% combed ring-spun cotton 60% cotton / 40% polyester Features Unisex Ultra soft hand Side-seamed Tightly...
Sale
Stay Winning Youth Green Script Tee Quick View

Stay Winning Youth Green Script Tee

$ 19.99 $ 24.99

SIZE
COLOR
GREEN
Quantity
Fabric 30 single 4.3 oz. Soft-washed 100% combed ring-spun cotton 60% cotton / 40% polyester Features Unisex Ultra soft hand Side-seamed Tightly...
Sale
Stay Winning Youth Grey Heather Script Tee Quick View

Stay Winning Youth Grey Heather Script Tee

$ 19.99 $ 24.99

SIZE
COLOR
GREY
Quantity
Fabric 30 single 4.3 oz. Soft-washed 100% combed ring-spun cotton 60% cotton / 40% polyester Features Unisex Ultra soft hand Side-seamed Tightly...
Sale
Stay Winning Youth Hot Pink Script Tee Quick View

Stay Winning Youth Hot Pink Script Tee

$ 19.99 $ 24.99

SIZE
COLOR
PINK
Quantity
Fabric 30 single 4.3 oz. Soft-washed 100% combed ring-spun cotton 60% cotton / 40% polyester Features Unisex Ultra soft hand Side-seamed Tightly...
Sale
Stay Winning Elvira Pink Crop Top Sweater Quick View

Stay Winning Elvira Pink Crop Top Sweater

$ 29.99 $ 39.99

SIZE
COLOR
PINK
Quantity
Made of high quality cotton blended fabric, soft and smooth Crop top, long sleeve, loose casual, round neck pullover, prefect for womens, teens an...
Sale
Stay Winning Elvira Black Crop Top Sweater Quick View

Stay Winning Elvira Black Crop Top Sweater

$ 29.99 $ 39.99

SIZE
COLOR
BLACK
Quantity
Made of high quality cotton blended fabric, soft and smooth Crop top, long sleeve, loose casual, round neck pullover, prefect for womens, teens an...
Sale
Stay Winning French Water Black Tee Stay Winning French Water Black Tee Quick View

Stay Winning French Water Black Tee

$ 19.99 $ 34.99

SIZE
COLOR
BLACK
Quantity
100% Combed Ring-Spun Cotton. Soft-Washed. 
Sale
Stay Winning Red/White Dad Hat Stay Winning Red/White Dad Hat Quick View

Stay Winning Red/White Dad Hat

$ 19.99 $ 29.99

SIZE
COLOR
RED
Quantity
100% cotton, heavy brushed twill  Unstructured, low-profile, six-panel Pre-curved visor Tri-glide buckle closure
Sale
Stay Winning Black/White Dad Hat Stay Winning Black/White Dad Hat Quick View

Stay Winning Black/White Dad Hat

$ 19.99 $ 29.99

SIZE
COLOR
BLACK
Quantity
100% cotton, heavy brushed twill  Unstructured, low-profile, six-panel Pre-curved visor Tri-glide buckle closure
Sale
Stay Winning French Water Black Tank Top Stay Winning French Water Black Tank Top Quick View

Stay Winning French Water Black Tank Top

$ 19.99 $ 29.99

SIZE
COLOR
BLACK
Quantity
100% Combed Ring-Spun Cotton. Soft-Washed. 
Sale
Stay Winning Black Script Cordless Hoodie Stay Winning Black Script Cordless Hoodie Quick View

Stay Winning Black Script Cordless Hoodie

$ 29.99 $ 44.99

SIZE
COLOR
BLACK
Quantity
80% Cotton 20% Polyester Slim Fit Kangaroo pouch front pocket Cordless hood Side vent Made in Pakistan (For a looser comfortable fit go one size u...
Sale
Stay Winning Pale Pink Crop Top Tee Quick View

Stay Winning Pale Pink Crop Top Tee

$ 19.99 $ 31.99

SIZE
COLOR
PINK
Quantity
Relaxed fit.  Crew neck. 100% combed cotton. Short body, dropped shoulders, neck ribbing, side seamed, shoulder to shoulder tape, double needle he...

Stay Winning Pale Pink Crop Top Tee

$ 19.99
$ 31.99
Sale
Stay Winning White Crop Top Tee Quick View

Stay Winning White Crop Top Tee

$ 19.99 $ 31.99

SIZE
COLOR
WHITE
Quantity
Relaxed fit.  Crew neck. 100% combed cotton. Short body, dropped shoulders, neck ribbing, side seamed, shoulder to shoulder tape, double needle he...
Sale
Stay Winning Women's Script Scoop Tee (Cantaloupe) Quick View

Stay Winning Women's Script Scoop Tee (Cantaloupe)

$ 19.99 $ 34.99

SIZE
COLOR
ORANGE
Quantity
4.3 oz. 60/40 Combed Ring-Spun Cotton/Polyester. Soft-Washed. Ultra Soft Hand, Side-Seamed, Tightly Knit, Tapered Waist.
Sale
Stay Winning Women's Script Scoop Tee (Charcoal Heather) Quick View

Stay Winning Women's Script Scoop Tee (Charcoal Heather)

$ 19.99 $ 34.99

SIZE
COLOR
GREY
Quantity
4.3 oz. 60/40 Combed Ring-Spun Cotton/Polyester. Soft-Washed. Ultra Soft Hand, Side-Seamed, Tightly Knit, Tapered Waist.
Sale
Stay Winning Women's Script Scoop Tee (Black) Quick View

Stay Winning Women's Script Scoop Tee (Black)

$ 19.99 $ 34.99

SIZE
COLOR
BLACK
Quantity
4.3 oz. 60/40 Combed Ring-Spun Cotton/Polyester. Soft-Washed. Ultra Soft Hand, Side-Seamed, Tightly Knit, Tapered Waist.
Sale
Stay Winning Pink Women's Script Tee Quick View

Stay Winning Pink Women's Script Tee

$ 19.99 $ 34.99

SIZE
COLOR
PINK
Quantity
Fine Knit Jersey 3.7 oz  100% Ringspun Cotton Jersey Enzyme wash for an ultra-soft feel
Sale
Stay Winning Red Women's Script Tee Quick View

Stay Winning Red Women's Script Tee

$ 19.99 $ 34.99

SIZE
COLOR
RED
Quantity
Fine Knit Jersey 3.7 oz  100% Ringspun Cotton Jersey Enzyme wash for an ultra-soft feel
Sale
Stay Winning Navy Women's Script Tee Quick View

Stay Winning Navy Women's Script Tee

$ 19.99 $ 34.99

SIZE
COLOR
BLUE
Quantity
Fine Knit Jersey 3.7 oz 100% Ringspun Cotton Jersey Enzyme wash for an ultra-soft feel
Sale
Stay Winning Black Women's Script Tee Quick View

Stay Winning Black Women's Script Tee

$ 19.99 $ 34.99

SIZE
COLOR
BLACK
Quantity
Fine Knit Jersey 3.7 oz  100% Ringspun Cotton Jersey Enzyme wash for an ultra-soft feel
Sale
Stay Winning Charcoal Script Cordless Hoodie Stay Winning Charcoal Script Cordless Hoodie Quick View

Stay Winning Charcoal Script Cordless Hoodie

$ 29.99 $ 44.99

SIZE
COLOR
GREY
Quantity
80% Cotton 20% Polyester Slim Fit Kangaroo pouch front pocket Cordless hood Side vent Made in Pakistan (For a looser comfortable fit go one size u...
Sale
Stay Winning Never Losing Dubs 2019 Jersey Stay Winning Never Losing Dubs 2019 Jersey Quick View

Stay Winning Never Losing Dubs 2019 Jersey

$ 19.99 $ 47.99

SIZE
COLOR
BLUE
Quantity
Quick dry fabric Non-shrink material Strong and flexible Non-allergenic Long lasting, less fading, less wrinkling Jersey patches ("Winning" and "3...
Stay Winning Yellow Infant Onesie Quick View

Stay Winning Yellow Infant Onesie

$ 19.99

SIZE
COLOR
YELLOW
Quantity
100% Baby Rib cotton construction  Shrinkage: will shrink an average of one size when put in the dryer Unisex
Stay Winning Royal Blue Infant Onesie Quick View

Stay Winning Royal Blue Infant Onesie

$ 19.99

SIZE
COLOR
BLUE
Quantity
100% Baby Rib cotton construction  Shrinkage: will shrink an average of one size when put in the dryer Unisex
Stay Winning Red Infant Onesie Quick View

Stay Winning Red Infant Onesie

$ 19.99

SIZE
COLOR
RED
Quantity
100% Baby Rib cotton construction  Shrinkage: will shrink an average of one size when put in the dryer Unisex
Sold Out
Stay Winning Original Logo Red/White Tee Stay Winning Original Logo Red/White Tee Quick View

Stay Winning Original Logo Red/White Tee

Sold Out

SIZE
COLOR
RED
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...
Sale
Stay Winning Cork Popper Gang Golden Gate Tee Stay Winning Cork Popper Gang Golden Gate Tee Quick View

Stay Winning Cork Popper Gang Golden Gate Tee

$ 19.99 $ 29.99

SIZE
COLOR
BLACK
Quantity
100% Ringspun Cotton Enzyme wash for an ultra soft fee Limited Print.
Sale
Stay Winning G.O.A.T. Rookie Card Long Sleeve Black Tee Stay Winning G.O.A.T. Rookie Card Long Sleeve Black Tee Quick View

Stay Winning G.O.A.T. Rookie Card Long Sleeve Black Tee

$ 19.99 $ 47.99

SIZE
COLOR
BLACK
Quantity
5.5 oz soft-washed, combed ring-spun fabric 100% combed ring-spun cotton Substantial ribbed cuffs
Sale
Stay Winning All Hustle No Luck Bruce Long Sleeve Black Tee Stay Winning All Hustle No Luck Bruce Long Sleeve Black Tee Quick View

Stay Winning All Hustle No Luck Bruce Long Sleeve Black Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLACK
Quantity
5.5 oz soft-washed, combed ring-spun fabric 100% combed ring-spun cotton Substantial ribbed cuffs
Sale
Stay Winning Dark Olive Script Cordless Hoodie Stay Winning Dark Olive Script Cordless Hoodie Quick View

Stay Winning Dark Olive Script Cordless Hoodie

$ 29.99 $ 44.99

SIZE
COLOR
GREEN
Quantity
80% Cotton 20% Polyester Slim Fit Kangaroo pouch front pocket Cordless hood Side vent Made in Pakistan (For a looser comfortable fit go one size u...
Sale
Stay Winning Beige Script Cordless Hoodie Stay Winning Beige Script Cordless Hoodie Quick View

Stay Winning Beige Script Cordless Hoodie

$ 29.99 $ 44.99

SIZE
COLOR
BEIGE
Quantity
80% Cotton 20% Polyester Slim Fit Kangaroo pouch front pocket Cordless hood Side vent Made in Pakistan (For a looser comfortable fit go one size u...
Sale
Stay Winning Punch Out Royal Blue Tee Stay Winning Punch Out Royal Blue Tee Quick View

Stay Winning Punch Out Royal Blue Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
Stay Winning Punch Out Royal Blue Tee (95 PRINTED) Exclusive drop from STAY WINNING! Created by the Winners for the Winners. 100% Cotton Enzyme w...
Sale
Stay Winning Never Losing Trophy Yellow Tee Stay Winning Never Losing Trophy Yellow Tee Quick View

Stay Winning Never Losing Trophy Yellow Tee

$ 19.99 $ 35.99

SIZE
COLOR
YELLOW
Quantity
100% Cotton Enzyme wash for an ultra soft feel.