Funny Boss Caps

1000+ items

Dunder Mifflin The Office Paper Company Dad Hat

House Sparrow

$20.15

~~$25.19~~ (20% off)

CEO Gift Funny Job Title Trucker Hat

dobvztfnf41

$19.19

~~$23.99~~ (20% off)

Bruce Springsteen One Boss No Kings 2026 Baseball Cap

jimfarrepo

$20.15

~~$25.19~~ (20% off)

Shit Show Survivor Trucker Hat

Hugo Bloke

$19.99

~~$24.99~~ (20% off)

Item preview, CEO Boss Business entrepreneur favorite position ceo Gift Premium Apparel Funny Holiday Xmas designed and sold by DesignByHeartUK.

CEO Boss Business entrepreneur favorite position ceo Gift Premium Apparel Funny Holiday Xmas Trucker Hat

DesignByHeartUK

$19.99

~~$24.99~~ (20% off)

Dunder Mifflin The Office Paper Company Baseball Cap

House Sparrow

$20.15

~~$25.19~~ (20% off)

Deputy Sheriff Gold Star Badge Dad Hat

CreativeTwins

$19.31

~~$24.14~~ (20% off)

Boss Mode | Funny Elephant Character Baseball Cap

Creatory.studio

$18.47

~~$23.09~~ (20% off)

Boss Lady! Funny Pink Workplace Humor Trucker Hat

PMCreative

$19.19

~~$23.99~~ (20% off)

grackle got no boss - AUSTIN WEIRD BIRD Baseball Cap

Raiko-art

$20.64

~~$25.80~~ (20% off)

I'M The Boss Baseball Cap

I'm the Boss Baseball Cap

JDWCreations

$20.15

~~$25.19~~ (20% off)

I’m The Captain Now Baseball Cap

Frank Ring

$20.15

~~$25.19~~ (20% off)

Big data boss. Dad Hat

Text-based T-Shirts and Gifts

$20.15

~~$25.19~~ (20% off)

The Real Boss Baseball Cap

SunsetGloww

$20.99

~~$26.24~~ (20% off)

The Boss Bold 3D Typography Dad Hat

latelierdechris

$21.83

~~$27.29~~ (20% off)

Big Cheese Boss Funny Quote Dad Hat

CreativeTwins

$19.31

~~$24.14~~ (20% off)

I'm The Boss hat Baseball Cap

RanirO

$19.31

~~$24.14~~ (20% off)

the boss father nice gift for your manager Boss, Mentor, Leader Baseball Cap

ELPRONTO-DESIGN

$20.15

~~$25.19~~ (20% off)

Funny F1 boss Quote - Guenther Steiner Baseball Cap

Santiantraati

$20.15

~~$25.19~~ (20% off)

Boss of the Sauce - Funny BBQ Dad Hat

MacAndMoose

$20.15

~~$25.19~~ (20% off)

Boss Alligator Cool Gator Trucker Hat

After De Moment

$17.59

~~$21.99~~ (20% off)

Thats what she said Dad Hat

House Sparrow

$20.15

~~$25.19~~ (20% off)

Big Boss Funny Boss Leadership Typography Design Dad Hat

Nopidesign-

$18.47

~~$23.09~~ (20% off)

Your lack of planning is not my emergency Trucker Hat

SnapYourStyle

$19.19

~~$23.99~~ (20% off)

Shit show supervisor funny boss manager Trucker Hat

Desibeau

$18.47

~~$23.09~~ (20% off)

Baby Boss Trucker Hat

NithaelDesign

$19.19

~~$23.99~~ (20% off)

boss baby Baseball Cap

Princessdrawss

$31.90

~~$39.88~~ (20% off)

I don't know i just work here Dad Hat

Billy Gerhardt Boss - I got your heavy equipment meme Trucker Hat

POPCulturejb

$19.19

~~$23.99~~ (20% off)

Billy Gerhardt Baseball Cap

Viet Nam

$20.99

~~$26.24~~ (20% off)

Thurston Final Boss, Game Over Humans! Dad Hat

Thurstonwaffles

$17.63

~~$22.04~~ (20% off)

The Grandfather Baseball Cap

Garaga

$20.15

~~$25.19~~ (20% off)

I'M The Boss Baseball Cap

BYNANA80

$18.81

~~$23.51~~ (20% off)

Arm Candy (Candy Hearts) Baseball Cap

Wendy Bird

$21.83

~~$27.29~~ (20% off)

I'm the boss LADY - Hat Baseball Cap

Da-Family-Biz

$20.15

~~$25.19~~ (20% off)

Working girls Baseball Cap

AleMogolloArt

$20.15

~~$25.19~~ (20% off)

Wonder Women Trucker Hat

I'M The Boss Trucker Hat

Yazztees

$19.19

~~$23.99~~ (20% off)

Funny Bossy Quote Baseball Cap

zakvisuals

$18.47

~~$23.09~~ (20% off)

The Amazing Digital Circus - Funny Shirt Circumcision Baseball Cap

EatShirts

$20.15

~~$25.19~~ (20% off)

Springsteen Vintage Groovy Retro Vintage Boss Co Baseball Cap

Get A Wear Shop

$20.15

~~$25.19~~ (20% off)

The Cuphead Show Baseball Cap

AsreArtStudios

$21.49

~~$26.87~~ (20% off)

Graphic Terraria Game Character Art Dad Hat

sbmathieu

$21.32

~~$26.66~~ (20% off)

CFO: Chief Fun Officer Baseball Cap

glategan

$18.47

~~$23.09~~ (20% off)

The boss in the house – funny poodle design Trucker Hat

pudelicious

$19.19

~~$23.99~~ (20% off)

The Best Godfather Custom Baseball Cap

Garaga

$20.15

~~$25.19~~ (20% off)

I hate it here Dad Hat

Germva-dsgn

$20.15

~~$25.19~~ (20% off)

The World's Best Supervisor Baseball Cap

87-Aesthetics

$18.47

~~$23.09~~ (20% off)

Funny Gift Scissor Seven Anime Gift For Fans Trucker Hat

BradyLockman

$24.31

~~$30.38~~ (20% off)

I got a hole in one of the Golf pods Funny Sports Golfer Baseball Cap

elhefe

$20.15

~~$25.19~~ (20% off)

Funny Passive Aggressive Work Humour Graphic Baseball Cap

GO SHIRT-TEE

$20.15

~~$25.19~~ (20% off)

It’s Not Easy Being the Best Boss Ever Funny Boss Manager Workplace Humor Dad Hat

76Valeria

$19.98

~~$24.98~~ (20% off)

It's girl boss o'clock! Baseball Cap

sabrinamantha

$20.48

~~$25.61~~ (20% off)

Music Vintage Retro Moxie Poster Funny Graphic Gift Dad Hat

Bernardilil51

$23.51

~~$29.39~~ (20% off)

Per My Last Email Dad Hat

OnTheTrend

$20.15

~~$25.19~~ (20% off)

BIG BOSS – Bold Vintage Typography Boss Design Baseball Cap

Nopidesign-

$18.47

~~$23.09~~ (20% off)

Like Look Lady Drive Boss Female Trucker Dad Hat

gymat3

$23.51

~~$29.39~~ (20% off)

IBS girl boss Trucker Hat

Xenyra

$19.19

~~$23.99~~ (20% off)

Cuphead and Mugman with the Devil Baseball Cap

inthetruthnetz

$21.49

~~$26.87~~ (20% off)

Koko the Clown and Ghost Baseball Cap

AsreArtStudios

$21.49

~~$26.87~~ (20% off)

Bus Boss - School Bus Trucker Hat

HeatherPore

$19.19

~~$23.99~~ (20% off)

THIS LEGEND HAS RETIRED Trucker Hat

ibra2712

$19.19

~~$23.99~~ (20% off)

RETIRED BUT NOT EXPIRED FUNNY RETIREMENT QUOTE Baseball Cap

JooArtPrints ★★★★★

$19.98

~~$24.98~~ (20% off)

Supervisor Because Freakin Awesome Miracle Worker Isn't An Official Job Title Dad Hat

Vasyl Chernovol

$20.15

~~$25.19~~ (20% off)

I'm not bossy I'm the boss Baseball Cap

artfartzzz

$18.47

~~$23.09~~ (20% off)

Padel Tennis Boss Vintage Distressed Dad Hat

FunSilly

$19.31

~~$24.14~~ (20% off)

BOSS Funny Trucker Hat

artfartzzz

$17.59

~~$21.99~~ (20% off)

I'm not yelling I'm motivating Trucker Hat

artfartzzz

$17.59

~~$21.99~~ (20% off)

Funny Boss Quote Sarcastic Workplace Humor Office Manager Gift Dad Hat

YOUNG DREAM STORE

$21.83

~~$27.29~~ (20% off)

Funny office Trucker Hat

artfartzzz

$17.59

~~$21.99~~ (20% off)

Cuphead Vintage Sunset Trucker Hat

inthetruthnetz

$20.47

~~$25.59~~ (20% off)

Worlds okayest boss. Trucker Hat

Ashtreemeadow

$19.19

~~$23.99~~ (20% off)

Boss Nutrition Facts Trucker Hat

SunsetGloww

$19.99

~~$24.99~~ (20% off)

Fantasy Ledgend Funny My Team Is Better Than Yours Draft Boss Football Dad Hat

Cute & Sassy Custom Gifting Boutiques

World Okayest Boss Funny Sarcastic Novelty for Bosses Dad Hat

elhefe

$20.15

~~$25.19~~ (20% off)

Boss Mode On Trucker Hat

freshLayer

$18.80

~~$23.50~~ (20% off)

My Employees are Better than Yours Baseball Cap

Boss with crown Funny gift for boss and coworkers Trucker Hat

TamGustam

$19.19

~~$23.99~~ (20% off)

Boss Mode On Trucker Hat

Boss Mode On Baseball Cap

freshLayer

$19.74

~~$24.67~~ (20% off)

Boss Mode On Baseball Cap

freshLayer

$19.74

~~$24.67~~ (20% off)

World's ugliest boss Dad Hat

QuixalArts

$20.15

~~$25.19~~ (20% off)

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Funny Boss Caps

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