Proud Boss Caps

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668 items

The Boss of the Flock Dad Hat

Bennie Singh

$21.41

~~$25.19~~ (15% off)

Motivational Entrepreneur Businessman Businesswoman Boss Dad Hat

farhanhafeez

$23.19

~~$27.29~~ (15% off)

Dibs on the Boss - Proud Work Boss Wife Dad Hat

gunaone-design

$20.52

~~$24.14~~ (15% off)

I'm The Big Sister Which Makes Me The Boss Funny Big Sister Sibling Gift Baseball Cap

Hugosploosh

$20.15

~~$25.19~~ (20% off)

Item preview, Teaching First Grade Like A Boss Shirt | Funny First Grade Teacher T-Shirt | Elementary School Teacher Gift designed and sold by FestivityFinds.

Teaching First Grade Like A Boss Shirt | Funny First Grade Teacher T-Shirt | Elementary School Teacher Gift Dad Hat

FestivityFinds

$19.98

~~$23.51~~ (15% off)

Proud Grey Nomad Not Retired Just Rich In Time Funny Australia Retirement Baseball Cap

Yellowriversss

$20.15

~~$25.19~~ (20% off)

The Boss The Real Boss - Funny Dad Quotes Retro Vintage Aesthetic Best Papa Son Family Gift Dad Hat

FuzionRaptor

$19.62

~~$23.09~~ (15% off)

Climate Administrator Dad Thermostat Boss Baseball Cap

d247

$20.15

~~$25.19~~ (20% off)

Mamasaurus Mom's The Boss Funny Mother Dinosaur Baseball Cap

HumansStuck12

$25.19

~~$31.49~~ (20% off)

La Jefa Elegant Minimalist Serif Typography Boss Woman Latina Baseball Cap

PictoVibe

$20.15

~~$25.19~~ (20% off)

Promoted to Big Sister Officially the Boss - Cute New Sibling Announcement Baseball Cap

SidTastic

$19.98

~~$24.98~~ (20% off)

I Used to Think I Was the Boss Then My Granddaughter Arrived Funny Grandma Dad Hat

THREE LITTLE BEANS

$20.34

~~$23.93~~ (15% off)

I Slay, Okay Confidence Empowerment Sassy Attitude Dad Hat

RetroMini2026

$26.76

~~$31.49~~ (15% off)

Not-The-Worst-Mom Baseball Cap

cozygamerstore

$22.67

~~$28.34~~ (20% off)

Cute Proud mom a mother's special illustration design artwork Dad Hat

AESTHETIC-FLAIR

$19.62

~~$23.09~~ (15% off)

Wife Mom Boss Shirt – Mom Gift for Mother’s Day Dad Hat

Wild Pixel Studio

$21.41

~~$25.19~~ (15% off)

Wife Mom Boss Shirt – Mom Gift for Mother’s Day Dad Hat

Wild Pixel Studio

$21.41

~~$25.19~~ (15% off)

Strong Mom Raising Legends One Day at A Time Mothers Day Gift Inspirational Mom Dad Hat

Im-Ara

$26.76

~~$31.49~~ (15% off)

First Latina to Headline – History Made Dad Hat

FlamaC

$21.41

~~$25.19~~ (15% off)

TEACHER - OFFICIAL CLASSROOM BOSS Baseball Cap

KEF Custom

$20.99

~~$26.24~~ (20% off)

A Rooster Is My Spirit Animal | Funny Barnyard Morning Quote Dad Hat

swdesigns714

$21.41

~~$25.19~~ (15% off)

Proud to Be a Woman – Feminist Empowerment Quote Design Dad Hat

Ennycreates

$19.62

~~$23.09~~ (15% off)

TEACHER - CLASSROOM BOSS Baseball Cap

KEF Custom

$20.99

~~$26.24~~ (20% off)

Difficult Woman (and proud of it) T-Shirt Baseball Cap

ScotDesign

$18.47

~~$23.09~~ (20% off)

Tiny Humans Big Boss – Playful Mother’s Day Design for Full Time Moms Baseball Cap

Yassine SEBA

$20.15

~~$25.19~~ (20% off)

Wife Mom Boss Funny Mother's Day Wreath Dad Hat

clothesy7

$20.87

~~$24.56~~ (15% off)

Full-Time Mom Full-Time Boss – Stay at Home Mom Mother’s Day Shirt Baseball Cap

Yassine SEBA

$20.15

~~$25.19~~ (20% off)

Wife. Mom. Boss. Legend. - women appreciation idea Dad Hat

YourTrendyTees

$20.52

~~$24.14~~ (15% off)

Wife. Mom. Boss. Legend. - women appreciation Dad Hat

YourTrendyTees

$20.52

~~$24.14~~ (15% off)

Funny Employee HR Employee Boss Manager Design Men Women Dad Hat

farhanhafeez

$23.19

~~$27.29~~ (15% off)

The Best Boss Best Boss Ever Manager Boss CEO Men Women Baseball Cap

farhanhafeez

$21.83

~~$27.29~~ (20% off)

The Best Boss Best Boss Ever Manager Boss CEO Men Women Baseball Cap

farhanhafeez

$21.83

~~$27.29~~ (20% off)

The Best Boss Best Boss Ever Manager Boss CEO Men Women Dad Hat

farhanhafeez

$23.19

~~$27.29~~ (15% off)

The Best Boss Best Boss Ever Manager Boss CEO Men Women Dad Hat

farhanhafeez

$23.19

~~$27.29~~ (15% off)

Apple Picking The Best Boss Best Boss Ever Manager Boss CEO Dad Hat

farhanhafeez

$23.19

~~$27.29~~ (15% off)

The Best Boss Best Boss Ever Manager Boss CEO Women Girl Baseball Cap

farhanhafeez

$21.83

~~$27.29~~ (20% off)

Proud Boss Employee Appreciation Boss Manager CEO Men Women Dad Hat

farhanhafeez

$23.19

~~$27.29~~ (15% off)

Proud Mom Of A Cookie Dealer I’ll Hook You Up Dad Hat

krystalRomanart

$23.19

~~$27.29~~ (15% off)

I'm A Proud Boss Of Super Awesome Employees Office Boss Day Dad Hat

FaithAbbott

$21.41

~~$25.19~~ (15% off)

Proud owner of a feline overlord. Baseball Cap

NatureUnleashed

$20.15

~~$25.19~~ (20% off)

I'm The Big Sister Which Makes Me The Boss - Proud Big Sis Dad Hat

lamsaoniutoi

$21.41

~~$25.19~~ (15% off)

Funny Proud Boss Employee Appreciation Office Men Funny Boss Dad Hat

VladimiaPutin

$21.41

~~$25.19~~ (15% off)

Proud Boss of Chaos - Fun Gifts for Managers Baseball Cap

ChaosProud

$20.15

~~$25.19~~ (20% off)

Work Hard and Be Proud, Inspirational, Motivational Dad Hat

Magic Love Art Print

$23.19

~~$27.29~~ (15% off)

Work Hard and Be Proud, Inspirational, Motivational Baseball Cap

Magic Love Art Print

$21.83

~~$27.29~~ (20% off)

I'm A Proud Boss Of Super Awesome Employees Head Man Dad Hat

EntroRhim

$21.41

~~$25.19~~ (15% off)

I'm A Proud Boss Of Freaking Awesome Employees Gift Baseball Cap

EntroRhim

$20.15

~~$25.19~~ (20% off)

I'm A Proud Boss Of Freaking Awesome Baseball Cap

Silicula

$20.15

~~$25.19~~ (20% off)

Boss - I'm A Proud Boss Of Freaking Awesome... Dad Hat

Viepenny

$21.41

~~$25.19~~ (15% off)

Boss or Supervisor Appreciation Teamwork Gift Proud Boss Baseball Cap

Viepenny

$20.15

~~$25.19~~ (20% off)

I am the Big Brother which makes me the Boss Big Brother Baseball Cap

Silicula

$20.15

~~$25.19~~ (20% off)

Proud Boss Art For Men Women Bosses Day Boss Appreciation Baseball Cap

RatCurry

$20.15

~~$25.19~~ (20% off)

Proud Boss Art For Men Women Bosses Day Boss Appreciation Baseball Cap

AvagondaMind

$20.15

~~$25.19~~ (20% off)

I'm A Proud Boss Of Freaking Awesome Employees Boss Baseball Cap

GalaFunny

$20.15

~~$25.19~~ (20% off)

Big Sister – “I Am The Big Sister Which Makes Me The Boss” Funny Gift T-Shirt Baseball Cap

AmineDigitalPro

$18.47

~~$23.09~~ (20% off)

I Love It When Women Design – Feminist Retro Daisy Aesthetic Dad Hat

MyMomentShirt

$23.19

~~$27.29~~ (15% off)

Proud boyfriend - Married Life Humor Baseball Cap

goingoncetwice

$22.67

~~$28.34~~ (20% off)

Chaos Coordinator Shirt – Funny MomLife Gift Idea for Mothers Dad Hat

ForcePrint

$21.41

~~$25.19~~ (15% off)

Powering Every Purchase Baseball Cap

AdventArt

$20.15

~~$25.19~~ (20% off)

Scanning Since Forever Dad Hat

AdventArt

$21.41

~~$25.19~~ (15% off)

I Accept Compliments Baseball Cap

AdventArt

$20.15

~~$25.19~~ (20% off)

Cashier Scan Life Dad Hat

AdventArt

$21.41

~~$25.19~~ (15% off)

Scan Life, Live Faster Baseball Cap

AdventArt

$20.15

~~$25.19~~ (20% off)

Cashier — Where Patience Meets Practice Baseball Cap

AdventArt

$20.15

~~$25.19~~ (20% off)

Cashier - Faster Than Your Math Teacher Dad Hat

AdventArt

$21.41

~~$25.19~~ (15% off)

Cashiers Never Lose Their Balance Baseball Cap

AdventArt

$20.15

~~$25.19~~ (20% off)

Cashiers Never Lose Their Balance Baseball Cap

AdventArt

$20.15

~~$25.19~~ (20% off)

Behind Every Receipt Is a Cashier Dad Hat

AdventArt

$21.41

~~$25.19~~ (15% off)

Without Cashier Your Cart Is Just Storage Dad Hat

AdventArt

$21.41

~~$25.19~~ (15% off)

Unapologetically Me – Neon Feminine Empowerment Quote | Bold Self Love Pop Art Design Dad Hat

BetulTasarımSanatı

$19.62

~~$23.09~~ (15% off)

Do What Your Future Self Will Be Proud Of! Pink Motivational Baseball Cap

PMCreative

$20.15

~~$25.19~~ (20% off)

My Cat Is the Boss. I Just Pay the Rent – Funny Cat Lover Quote Dad Hat

Shopk9

$19.62

~~$23.09~~ (15% off)

Proud Boss Employee Appreciation Office Funny Boss Baseball Cap

yaldaatekeau

$20.15

~~$25.19~~ (20% off)

I might be wrong Cat Dad Hat

Archi-Ram

$21.23

~~$24.98~~ (15% off)

Funny Proud Boss Employee Appreciation Office Men Funny Boss Dad Hat

August4Laughs25

$21.41

~~$25.19~~ (15% off)

Proud Housekeeping Supervisor | Cleaning Crew Leader Design Dad Hat

demiano-shirt

$21.41

~~$25.19~~ (15% off)

Proud Housekeeping Supervisor | Cleaning Crew Leader Design Baseball Cap

demiano-shirt

$20.15

~~$25.19~~ (20% off)

Proud Housekeeping Supervisor | Cleaning Crew Leader Design Dad Hat

demiano-shirt

$21.41

~~$25.19~~ (15% off)

Proud Housekeeping Supervisor | Cleaning Crew Leader Design Dad Hat

demiano-shirt

$21.41

~~$25.19~~ (15% off)

Real Estate Mom Dad Hat

Design Express

$21.41

~~$25.19~~ (15% off)

Queen Vibes – Crown & Royalty Tee Baseball Cap

kirpahub

$20.15

~~$25.19~~ (20% off)

Copy of Dance Mom Mode – Activated and Ready for Rehearsal Dad Hat

artcultreone

$21.41

~~$25.19~~ (15% off)

Become a member.Get 25% off your first order.Plus other neat perks and exclusive savings to help you find the very thing.

Boss

Proud

I Am A Proud Boss Of Freaking Awesome Employees

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Proud Boss Caps

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