Challenge Caps

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1000+ items

Technically Legal Morally Questionable Armwrestling Baseball Cap

SplashTastic

$22.04

Glizzy Gobbler Champion Funny Hot Dog Eater Baseball Cap

StuckOnTees

$27.29

4L Trophy 2027 Desert Adventure Dad Hat

shoppypod

$23.09

Rise Up – Distressed Motivational Typography Design Baseball Cap

Lynn Creates

$23.09

You Can Always Try Again Motivational Quote Positive Mindset Encouragement Inspiration Dad Hat

JonesFlora2025

$31.49

VBS 2026 Snowball Mountain Challenge Adventure Christian Bible school Baseball Cap

QuinnJayden

$25.19

Los Angeles Basketball Challenge Vintage Varsity Sport Baseball Cap

BrownHorse90s

$25.19

Send Me Location Boxing Glove Fighter Dad Hat

Flirt-Teez

$23.09

Cartoon Golf Putting Challenge Nostalgia Dad Hat

DoodleVerseDark

$23.09

Beaver Camp (Lowville NY) - Rainbow Version Dad Hat

Currently Turning Problems Into Lessons Baseball Cap

XYZ Studio

$29.39

spelling bee team cartoon bee Baseball Cap

ArtDesignTp

$25.19

cute spelling bee squad classroom Baseball Cap

ArtDesignTp

$25.19

spelling bee squad school Dad Hat

ArtDesignTp

$25.19

Actually, This My Second Rodeo Life Experience Humorous Saying Dad Hat

JonesFlora2025

$31.49

Tourmalet Legend – Cycling the Pyrenees Baseball Cap

funny things random

$22.46

SILLY CHALLENGE CLUB Vintage Pop T-Shirt* Dad Hat

CallisC-Arts

$31.49

T-90 Tank Russian Engineering Dad Hat

ArtDreams92

$26.24

Courage to Step Outside Your Comfort Zone – Bravery Affirmation Dad Hat

Camila Ardila

$25.19

Peace and Challenge Surreal Hand Sign Art Dad Hat

BigBangStudio

$23.09

Progress Over Perfection Quote Growth Mindset Motivation Positive Self Improvement Baseball Cap

Guess4best

$25.19

Progress Over Perfection Quote Growth Mindset Motivation Positive Self Improvement Baseball Cap

Guess4best

$25.19

Peace and Challenge Surreal Hand Sign Art Dad Hat

BigBangStudio

$23.09

2026 Is The New 2016 Sticker — Nostalgia Challenge Trend Gift Y2K Revival Dad Hat

VectorJoy

$23.09

2026 Is The New 2016 Sticker — Nostalgia Challenge Trend Gift Y2K Revival Dad Hat

VectorJoy

$23.09

2026 Is The New 2016 Sticker — Nostalgia Challenge Trend Gift Y2K Revival Dad Hat

VectorJoy

$23.09

2026 Is The New 2016 Sticker — Nostalgia Challenge Trend Gift Y2K Revival Baseball Cap

VectorJoy

$23.09

2026 Is The New 2016 Sticker — Nostalgia Challenge Trend Gift Y2K Revival Baseball Cap

VectorJoy

$23.09

Peace and Challenge Surreal Hand Sign Art Dad Hat

BigBangStudio

$23.09

A flower mermaid in a jar Dad Hat

Lunetcrafts

$25.19

New Challenges Await Us Dad Hat

Undersea Ai Art

$25.19

No Hands They Said Challenge Accepted Dad Hat

1RSN

$25.19

Break the rules Dad Hat

GraphicStyleX

$25.19

Wake Up and Live Baseball Cap

RAYBIL

$23.09

Face - Red Mask and Retro Text Dad Hat

AnimeShin

$26.24

Face - Red Mask and Determined Ninja Symbol Dad Hat

AnimeShin

$26.24

Disobey Question Everything Baseball Cap

KLERIKSTORE

$25.19

Word search in Spanish Dad Hat

NF Designs Studio DTF

$25.06

Deploy On Friday Challenge Accepted DevOps Dad Hat

islam gamal

$23.93

This Is My Second Rodeo Experienced Confident Resilience Dad Hat

JonesFlora2025

$31.49

This Is Actually My Second Rodeo Experienced Person Resilience Life Quote Baseball Cap

JonesFlora2025

$31.49

49th Test and Evaluation Squadron "Lobo" Military Patch Dad Hat

CharlieDesings

$25.19

This Is Actually My Second Rodeo Experienced Person Resilience Life Quote Baseball Cap

JonesFlora2025

$31.49

Find Your Line Adventure Motorcycle Rider Sticker TShirt 01 Dad Hat

OuterShellUK

$25.19

Cried But Did The Thing Anyway Badge Dad Hat

NiftyWrx

$25.19

A red flag is not a challenge Baseball Cap

DT creations

$25.19

Dumpster Fire Response Team Workplace Humor Professional Gift Baseball Cap

JonesFlora2025

$31.49

Murph 2026 Weightlifting Workout Challenge Distressed Design Baseball Cap

jinajinawoodood

$23.09

Rise Club America aAbove Challenges Dad Hat

Gangcutegirl

$23.09

She Believed She Could So She She Did Inspirational Quote Women Empowerment Dad Hat

RetroMini2026

$31.49

No Hands They Said Challenge Accepted Baseball Cap

1RSN

$25.19

Memorial Day Murph Workout Challenge Murph Baseball Cap

TyraYoung

$25.19

Shape Your Fate - Funny Green Tracksuit Cat Game Baseball Cap

GenZFashion000

$25.19

Item preview, Understanding Pressure Built the Disciple: Lessons in Resilience and Growth Christian T-Shirt designed and sold by pngfaithstudio.

Understanding Pressure Built the Disciple: Lessons in Resilience and Growth Christian T-Shirt Baseball Cap

pngfaithstudio

$23.09

T-Rex Hug Challenge: Funny Dinosaur Love Cute Meme Gift Dad Hat

Merchifyme2000

$23.09

Scandinavian Unspeakable Frost Glow Baseball Cap

Sajutitulpes

$23.09

Soft Unspeakable aNordic Landscapes Baseball Cap

Sajutitulpes

$23.09

Nordic Unspeakable bFireplace Moments Baseball Cap

Sajutitulpes

$23.09

Scandinavian Unspeakable cNature Whisper Dad Hat

Sajutitulpes

$23.09

Frozen Unspeakable dLake Serenity Dad Hat

Sajutitulpes

$23.09

Grow A Mo Save A Bro Movember Mustache Baseball Cap

Tsugraf Designs

$23.09

Sanrioklok - Brutal Challenges Dad Hat

kriste-nsapp

$25.19

Everything Is Figure Outable Motivational Quote Positive Mindset Baseball Cap

RetroMini2026

$31.49

Everything Is Figure-Outable Motivational Quote Positive Mindset Dad Hat

RetroMini2026

$31.49

Everything Is Figureoutable Motivational Quote Problem Solving Mindset Dad Hat

RetroMini2026

$31.49

Everything Is Figure-Outable Motivational Quote Positive Mindset Problem Solver Dad Hat

RetroMini2026

$31.49

Challenges Are Opportunities to Grow – Growth Mindset Affirmation Dad Hat

Camila Ardila

$25.19

Train Hard Atlas Skeleton Strength Challenge Fitness Artwork Baseball Cap

TrainHardCo

$25.19

Pi Digits Challenge – “There May Be 1 Mistake” Funny Math Design Dad Hat

ThisIsDebbie

$23.09

Professional Taste Tester Dad Hat

MyMysTShirts

$25.19

UOP Shadow CAN-AM Champions 1974 retro logo Dad Hat

Rasha Alaraby

$25.19

Korean Fire Noodles Spicy Ramen Pop Art Baseball Cap

Coon & Momo

$25.19

Developers Tank And & The Bangas Band aLove Challenges Dad Hat

Reempingkygirl

$23.09

My Teacher Survived 100 Days of Me Dab 100 Days of School Baseball Cap

grounabslaninal

$25.19

Ancient Leader Clever Triumph Without Combat Baseball Cap

Tsugraf Designs

$23.09

modern aesthetics, skibidi, gen z designs, skibidi rizz Dad Hat

TrueArtVibes

$25.19

Through Love – Enduring Bond Design" Baseball Cap

JagrDesigns

$23.09

Alien Durian Challenge - Earth is Wild Dad Hat

HornbillDesign

$23.09

Man Climbing Everest – Epic Mountain Adventure Design Dad Hat

MerlinWear

$27.29

100 Days In The Books Reading 100th Day School Book Lover Baseball Cap

fferomananul

$25.19

Premium Smart Ones Pencil Vision Dad Hat

Sarahsumer

$23.09

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