STAY WINNING

  • Sort by

  • Shop by Color

  • Shop by Material

Sold Out
Charcoal Black Flare Jeans Quick View

Charcoal Black Flare Jeans

Sold Out

Charcoal Black Flare Jeans
View Full Details

Charcoal Black Flare Jeans
$ 44.99
Stay Winning "Never Give Up" Pine Green Hoodie Stay Winning "Never Give Up" Pine Green Hoodie Quick View

Stay Winning "Never Give Up" Pine Green Hoodie

$ 89.99

SIZE
COLOR
PINE GREEN
Quantity
Relaxed, oversized fit with dropped shoulders Heavy weight, 11.8 oz 80% cotton 20% polyester Go one size down for a better fit
View Full Details

Stay Winning "Never Give Up" Pine Green Hoodie
$ 89.99
Stay Winning "Never Give Up" Plum Hoodie Stay Winning "Never Give Up" Plum Hoodie Quick View

Stay Winning "Never Give Up" Plum Hoodie

$ 89.99

SIZE
COLOR
PLUM
Quantity
Relaxed, oversized fit with dropped shoulders Heavy weight, 11.8 oz 80% cotton 20% polyester Go one size down for a better fit
View Full Details

Stay Winning "Never Give Up" Plum Hoodie
$ 89.99
Stay Winning 3M Reflective Windbreaker Pullover Jacket Stay Winning 3M Reflective Windbreaker Pullover Jacket Quick View

Stay Winning 3M Reflective Windbreaker Pullover Jacket

$ 59.99

SIZE
COLOR
BLACK
Quantity
100% Nylon Wind and rain resistant Fully reflective upper panel Drawstring on hood for adjustable comfort Kangaroo pouch in front Zip pocket on to...
View Full Details

Stay Winning 3M Reflective Windbreaker Pullover Jacket
$ 59.99
Stay Winning A Million Ain't Enough Black Hoodie Stay Winning A Million Ain't Enough Black Hoodie Quick View

Stay Winning A Million Ain't Enough Black Hoodie

$ 89.99

SIZE
COLOR
BLACK
Quantity
Relaxed, oversized fit with dropped shoulders Heavy weight, 11.8 oz 80% cotton 20% polyester Go one size down for a better fit
View Full Details

Stay Winning A Million Ain't Enough Black Hoodie
$ 89.99
Stay Winning A Million Ain't Enough Black Tee Stay Winning A Million Ain't Enough Black Tee Quick View

Stay Winning A Million Ain't Enough Black Tee

$ 44.99

SIZE
Quantity
11.5oz 100% COTTON ULTIMATE COMFORT HEAVYWEIGHT FABRIC SOFT PREMIUM TEXTURE OVERSIZED / BOXY FIT DROPPED SHOULDER
View Full Details

Stay Winning A Million Ain't Enough Black Tee
$ 44.99
Stay Winning A Million Ain't Enough Snap Back Hat Stay Winning A Million Ain't Enough Snap Back Hat Quick View

Stay Winning A Million Ain't Enough Snap Back Hat

$ 44.99

SIZE
COLOR
BLACK
Quantity
6 panel Puff embroidery Chenille SW Black strap 
View Full Details

Stay Winning A Million Ain't Enough Snap Back Hat
$ 44.99
Stay Winning Air Americano Slides Stay Winning Air Americano Slides Quick View

Stay Winning Air Americano Slides

$ 39.99

SIZE
COLOR
RED
Quantity
Slip resistant Black/gold dust bag Sizes 7-13
View Full Details

Stay Winning Air Americano Slides
$ 39.99
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

$ 39.99

SIZE
COLOR
BLACK
Quantity
Super soft long sleeve that has a nice weight to it. 24 single, 5.5 oz soft-washed, combed ring-spun fabric 100% combed ring-spun cotton Substanti...
View Full Details

Stay Winning All Hustle No Luck Bruce Long Sleeve Black Tee
$ 39.99
Stay Winning All Over Logo Black Hoop Shorts Stay Winning All Over Logo Black Hoop Shorts Quick View

Stay Winning All Over Logo Black Hoop Shorts

$ 29.99

SIZE
COLOR
BLACK
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning All Over Logo Black Hoop Shorts
$ 29.99
Stay Winning All Over Logo Blue Hoop Shorts Stay Winning All Over Logo Blue Hoop Shorts Quick View

Stay Winning All Over Logo Blue Hoop Shorts

$ 29.99

SIZE
COLOR
BLUE
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning All Over Logo Blue Hoop Shorts
$ 29.99
Stay Winning All Over Logo Green Hoop Shorts Stay Winning All Over Logo Green Hoop Shorts Quick View

Stay Winning All Over Logo Green Hoop Shorts

$ 29.99

SIZE
COLOR
GREEN
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning All Over Logo Green Hoop Shorts
$ 29.99
Stay Winning Americano Backpack Stay Winning Americano Backpack Quick View

Stay Winning Americano Backpack

$ 29.99

SIZE
COLOR
BLUE
Quantity
100% Polyester fabric Waterproof Front pockets Side pockets Length 16.5” Width 10.5” Depth 4” Limited Edition
View Full Details

Stay Winning Americano Backpack
$ 29.99
Stay Winning Americano Black Shorts Stay Winning Americano Black Shorts Quick View

Stay Winning Americano Black Shorts

$ 29.99

SIZE
Quantity
Side zipper pockets Back pocket Inside drawstrings  100% terry cloth polyester Hang dry or dry clean only.
View Full Details

Stay Winning Americano Black Shorts
$ 29.99
Stay Winning Americano Blue Shorts Stay Winning Americano Blue Shorts Quick View

Stay Winning Americano Blue Shorts

$ 29.99

SIZE
Quantity
Side zipper pockets Back pocket Inside drawstrings  100% terry cloth polyester Hang dry or dry clean only.
View Full Details

Stay Winning Americano Blue Shorts
$ 29.99
Stay Winning Americano Varsity Jacket Stay Winning Americano Varsity Jacket Quick View

Stay Winning Americano Varsity Jacket

$ 299.99

SIZE
COLOR
BLUE
Quantity
Chenille Embroidery Inside pocket Button down 24 oz genuine wool w/ smooth cow hide leather. Go one size up for a better fit. Limited quantity, hi...
View Full Details

Stay Winning Americano Varsity Jacket
$ 299.99
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

$ 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 ...
View Full Details

Stay Winning Anti-Hater Player's Club Maroon Scoop Tee
$ 24.99
Stay Winning Baby Blue Infant Onesie Quick View

Stay Winning Baby 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 Fabric weight 5.8 oz/yd² (197 g/m²) ...
View Full Details

Stay Winning Baby Blue Infant Onesie
$ 19.99
Stay Winning Bay Area Grey Tee Stay Winning Bay Area Grey Tee Quick View

Stay Winning Bay Area Grey Tee

$ 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...
View Full Details

Stay Winning Bay Area Grey Tee
$ 29.99
Stay Winning Beige Script Cordless Hoodie Stay Winning Beige Script Cordless Hoodie Quick View

Stay Winning Beige Script Cordless Hoodie

$ 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...
View Full Details

Stay Winning Beige Script Cordless Hoodie
$ 44.99
Stay Winning Berry/Black Crop Top Tee Stay Winning Berry/Black Crop Top Tee Quick View

Stay Winning Berry/Black Crop Top Tee

$ 39.99

SIZE
COLOR
BERRY
Quantity
100% combed cotton Relaxed fit Crew neck Mid weight, 5.3 oz Short body, dropped shoulders, neck ribbing, side seamed, shoulder to shoulder tape,...
View Full Details

Stay Winning Berry/Black Crop Top Tee
$ 39.99
Stay Winning Black All Over Bubbas Hoop Shorts Stay Winning Black All Over Bubbas Hoop Shorts Quick View

Stay Winning Black All Over Bubbas Hoop Shorts

$ 29.99

SIZE
COLOR
BLACK
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning Black All Over Bubbas Hoop Shorts
$ 29.99
Stay Winning Black Backpack Stay Winning Black Backpack Quick View

Stay Winning Black Backpack

$ 29.99

SIZE
COLOR
BLACK
Quantity
100% Polyester fabric Waterproof Front pockets Side pockets Length 16.5” Width 10.5” Depth 4” Limited Edition
View Full Details

Stay Winning Black Backpack
$ 29.99
Sold Out
Stay Winning Black Beanie Quick View

Stay Winning Black Beanie

Sold Out

SIZE
COLOR
BLACK
Black cuff beanie 100% Acrylic knit Allover black fabrication "STAY WINNING" embroidered on front
View Full Details

Stay Winning Black Beanie
$ 31.99
Stay Winning Black Bubbas Backpack Stay Winning Black Bubbas Backpack Quick View

Stay Winning Black Bubbas Backpack

$ 29.99

SIZE
COLOR
BLACK
Quantity
100% Polyester fabric Waterproof Front pockets Side pockets Length 16.5” Width 10.5” Depth 4” Limited Edition
View Full Details

Stay Winning Black Bubbas Backpack
$ 29.99
Stay Winning Black Bubbas Hoodie Stay Winning Black Bubbas Hoodie Quick View

Stay Winning Black Bubbas Hoodie

$ 64.99

SIZE
COLOR
BLACK
Quantity
Regular Fit Pullover hood, inset sleeves, kangaroo pocket 80% cotton 20% polyester anti-pill fleece Lined hood, tonal shoestring drawcord, sleeve ...
View Full Details

Stay Winning Black Bubbas Hoodie
$ 64.99
Stay Winning Black Infant Onesie Quick View

Stay Winning Black Infant Onesie

$ 19.99

SIZE
COLOR
BLACK
Quantity
100% Baby Rib cotton  Shrinkage: will shrink an average of one size when put in the dryer Unisex
View Full Details

Stay Winning Black Infant Onesie
$ 19.99
Stay Winning Black Long Sleeve Pocket Tee Quick View

Stay Winning Black Long Sleeve Pocket Tee

$ 44.99

SIZE
COLOR
BLACK
Quantity
Relaxed fit Crew neck, tonal colour pocket Heavy weight, 6.5 oz 100% combed cotton Neck ribbing, side seamed, cuffed sleeves, shoulder to shoulder...
View Full Details

Stay Winning Black Long Sleeve Pocket Tee
$ 44.99
Stay Winning Black Money Gun Stay Winning Black Money Gun Quick View

Stay Winning Black Money Gun

$ 29.99

Quantity
Limited Edition 60 per color Battery operated (2 AA) Comes in a box w/ prop money When on low don't throw if you owe
View Full Details

Stay Winning Black Money Gun
$ 29.99
Stay Winning Black Northern Cali Winners Hoodie Stay Winning Black Northern Cali Winners Hoodie Quick View

Stay Winning Black Northern Cali Winners Hoodie

$ 59.99

SIZE
COLOR
BLACK
Quantity
Regular fit Mid weight 8.5 oz 80% cotton 20% polyester anti-pill fleece Pullover hood, raglan sleeves, kangaroo pocket, lined hood & tonal dra...
View Full Details

Stay Winning Black Northern Cali Winners Hoodie
$ 59.99
Stay Winning Black Script Cordless Hoodie Stay Winning Black Script Cordless Hoodie Quick View

Stay Winning Black Script Cordless Hoodie

$ 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...
View Full Details

Stay Winning Black Script Cordless Hoodie
$ 44.99
Stay Winning Black Swim Trunks Stay Winning Black Swim Trunks Quick View

Stay Winning Black Swim Trunks

$ 29.99

SIZE
Quantity
Side pockets Back pocket Inside drawstrings  90% polyester 10% spandex
View Full Details

Stay Winning Black Swim Trunks
$ 29.99
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...
View Full Details

Stay Winning Black Toddler Script Tee
$ 19.99
Stay Winning Black Trucker Hat Stay Winning Black Trucker Hat Quick View

Stay Winning Black Trucker Hat

$ 39.99

SIZE
COLOR
BLACK
Quantity
5 Panel Adjustable Foam trucker hat
View Full Details

Stay Winning Black Trucker Hat
$ 39.99
Stay Winning Black Women's Script Tee Quick View

Stay Winning Black Women's Script Tee

$ 31.99

SIZE
COLOR
BLACK
Quantity
Fine Knit Jersey 3.7 oz 34 Singles 100% Ringspun Cotton Jersey Enzyme wash for an ultra-soft feel
View Full Details

Stay Winning Black Women's Script Tee
$ 31.99
Stay Winning Black/Blue Mesh Shorts Stay Winning Black/Blue Mesh Shorts Quick View

Stay Winning Black/Blue Mesh Shorts

$ 59.99

SIZE
COLOR
BLACK
Quantity
3 zipper pockets Fully embroidered Inside drawstrings Polyester mesh material
View Full Details

Stay Winning Black/Blue Mesh Shorts
$ 59.99
Stay Winning Black/Green Mesh Shorts Stay Winning Black/Green Mesh Shorts Quick View

Stay Winning Black/Green Mesh Shorts

$ 59.99

SIZE
COLOR
BLACK
Quantity
3 zipper pockets Fully embroidered Inside drawstrings Polyester mesh material
View Full Details

Stay Winning Black/Green Mesh Shorts
$ 59.99
Stay Winning Black/Green/Blue Logo Puff Print Tee Stay Winning Black/Green/Blue Logo Puff Print Tee Quick View

Stay Winning Black/Green/Blue Logo Puff Print Tee

$ 39.99

SIZE
COLOR
BLACK
Quantity
100% Cotton. Pre-shrunk material. For best results machine wash inside out warm, hang dry & iron inside out.
View Full Details

Stay Winning Black/Green/Blue Logo Puff Print Tee
$ 39.99
Sale
Stay Winning Black/Navy Soccer Polo Tee Stay Winning Black/Navy Soccer Polo Tee Quick View

Stay Winning Black/Navy Soccer Polo Tee

$ 29.99 $ 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
View Full Details

Stay Winning Black/Navy Soccer Polo Tee
$ 29.99
$ 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

$ 29.99 $ 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)
View Full Details

Stay Winning Black/Pink Soccer Polo Tee
$ 29.99
$ 59.99
Stay Winning Black/Red Logo Puff Print Tee Stay Winning Black/Red Logo Puff Print Tee Quick View

Stay Winning Black/Red Logo Puff Print Tee

$ 39.99

SIZE
COLOR
BLACK
Quantity
100% Cotton. Pre-shrunk material. For best results machine wash inside out warm, hang dry & iron inside out.
View Full Details

Stay Winning Black/Red Logo Puff Print Tee
$ 39.99
Stay Winning Black/Red Mesh Shorts Stay Winning Black/Red Mesh Shorts Quick View

Stay Winning Black/Red Mesh Shorts

$ 59.99

SIZE
COLOR
BLACK
Quantity
3 zipper pockets Fully embroidered Inside drawstrings Polyester mesh material
View Full Details

Stay Winning Black/Red Mesh Shorts
$ 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

$ 29.99 $ 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)
View Full Details

Stay Winning Black/Red Soccer Polo Tee
$ 29.99
$ 59.99
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
View Full Details

Stay Winning Black/White Dad Hat
$ 19.99
$ 29.99
Stay Winning Black/White Snap Back Hat Stay Winning Black/White Snap Back Hat Quick View

Stay Winning Black/White Snap Back Hat

$ 39.99

SIZE
COLOR
BLACK
Quantity
Comes with an exclusive Gold Pin 80% Acrylic / 20% Wool (60% Cotton / 40% Polyester) Classic shape Premium wool blend Matching plastic snap Classi...
View Full Details

Stay Winning Black/White Snap Back Hat
$ 39.99
Stay Winning Block Master Grey Pocket Tee Stay Winning Block Master Grey Pocket Tee Quick View

Stay Winning Block Master Grey Pocket Tee

$ 19.99

SIZE
COLOR
GREY
Quantity
100% cotton Suggest to go one size up for perfect fit
View Full Details

Stay Winning Block Master Grey Pocket Tee
$ 19.99
Stay Winning Blue 3M Windbreaker Zip-Up Jacket Stay Winning Blue 3M Windbreaker Zip-Up Jacket Quick View

Stay Winning Blue 3M Windbreaker Zip-Up Jacket

$ 99.99

SIZE
COLOR
BLUE
Quantity
3M REFLECTIVE WATER PROOF 100% POLYESTER MULTIPLE DRAWSTRINGS 6 LOGOS GO UP 1 SIZE FOR A LOOSE BAGGY FIT. (Model is 5'6" 165 lbs wearing a medium.)
View Full Details

Stay Winning Blue 3M Windbreaker Zip-Up Jacket
$ 99.99
Stay Winning Blue Backpack Stay Winning Blue Backpack Quick View

Stay Winning Blue Backpack

$ 29.99

SIZE
COLOR
BLUE
Quantity
100% Polyester fabric Waterproof Front pockets Side pockets Length 16.5” Width 10.5” Depth 4” Limited Edition
View Full Details

Stay Winning Blue Backpack
$ 29.99