Boss Caps

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1000+ items

Dunder Mifflin The Office Paper Company Dad Hat

House Sparrow

$20.15

~~$25.19~~ (20% off)

Trail Boss Logo Baseball Cap

bdallen16

$20.15

~~$25.19~~ (20% off)

Big Boss Design – Perfect for T-Shirts and Gifts Baseball Cap

Nopidesign-

$18.47

~~$23.09~~ (20% off)

AT4 Logo Baseball Cap

bdallen16

$20.15

~~$25.19~~ (20% off)

Chotchkie's Restaurant logo - Office Space Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Chotchkies - Dining with Flair Trucker Hat

Big Boss Funny Boss Leadership Typography Design Dad Hat

CEO Gift Funny Job Title Baseball Cap

dobvztfnf41

$20.15

~~$25.19~~ (20% off)

Metal Gear Solid FOXHOUND Baseball Cap

Realigned

$20.15

~~$25.19~~ (20% off)

The >>boss hoss<< mmzx7 Trucker Hat

Leon N Nixon

$21.59

~~$26.99~~ (20% off)

CEO | CEO design Baseball Cap

Yawarhassan9621

$20.15

~~$25.19~~ (20% off)

A Commodore Design Title in Nautical Signal Flags Dad Hat

Garaga

$20.15

~~$25.19~~ (20% off)

Suntory boss is the boss of them all Baseball Cap

mckmash

$17.63

~~$22.04~~ (20% off)

Mahwah Auto Plant - Inspired by 'Johnny 99' (unofficial) Baseball Cap

MarkLenthall

$21.83

~~$27.29~~ (20% off)

Big Boss Design – Perfect for T-Shirts and Gifts Baseball Cap

Nopidesign-

$18.47

~~$23.09~~ (20% off)

The >>boss hoss<< mmzx7 Dad Hat

Leon N Nixon

$22.67

~~$28.34~~ (20% off)

FINAL BOSS Team Logo Fitted Dad Hat

JeffreyLeeMore

$21.83

~~$27.29~~ (20% off)

Metal Gear Solid - Fox Baseball Cap

SolidMetalGear

$25.35

~~$31.69~~ (20% off)

Retro The Boars Head Dad Hat

Lone Wolves

$23.17

~~$28.97~~ (20% off)

The Johnstown Company (alt) - Inspired by Springsteen's 'The River' (unofficial) Dad Hat

MarkLenthall

$21.83

~~$27.29~~ (20% off)

Words from the wise 7 Baseball Cap

Foxhound Metal Gear Solid Baseball Cap

Bruce Springsteen One Boss No Kings 2026 Dad Hat

jimfarrepo

$20.15

~~$25.19~~ (20% off)

Symbol of Success Baseball Cap

AQstic

$25.19

~~$31.49~~ (20% off)

RAD DAD Minimal Dad Hat

Katieguiliano

$20.15

~~$25.19~~ (20% off)

La-Li-Lu-Le-Lo The Patriots Trucker Hat

DeadRight

$22.11

~~$27.64~~ (20% off)

Escape From Tarkov - Tagilla Helmet Mask Design Trucker Hat

RyoGM

$19.19

~~$23.99~~ (20% off)

Pepe Meme - Peepo Happy Trucker Hat

Kxwee

$19.19

~~$23.99~~ (20% off)

I am the boss - For the boss - Bosses day - Leadership quotes for leader Baseball Cap

Alice-Elgawi

$20.15

~~$25.19~~ (20% off)

Jurgen Klopp colour 'BOSS' fist pump celebration artwork Baseball Cap

campionedesign

$20.32

~~$25.40~~ (20% off)

Foxhound V3 Trucker Hat

zingarostudios

$19.19

~~$23.99~~ (20% off)

1970 Mustang Boss 302 Trucker Hat

Michelle Szalai

$19.19

~~$23.99~~ (20% off)

Air Tractor AT802F Fire Boss Baseball Cap

GregThompson

$21.83

~~$27.29~~ (20% off)

Boss Appreciation: I ❤️ My Boss, I love my boss Baseball Cap

EmeraldeaArt

$18.47

~~$23.09~~ (20% off)

The Johnstown Company (studio alt) - Inspired by 'The River' (unofficial) Baseball Cap

MarkLenthall

$21.83

~~$27.29~~ (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)

1969 Ford Mustang Mach 1 gorgeous blue Baseball Cap

DaddyOTees

$20.64

~~$25.80~~ (20% off)

Shit Show Survivor Trucker Hat

Hugo Bloke

$19.99

~~$24.99~~ (20% off)

Dancing In The Dark Baseball Cap

RafaTakami

$20.15

~~$25.19~~ (20% off)

Words from the wise 8 Dad Hat

lorenkleins

$22.67

~~$28.34~~ (20% off)

Down in Jungleland Dad Hat

RyderKenelm

$21.31

~~$26.64~~ (20% off)

Dunder Mifflin The Office Paper Company Trucker Hat

See The World Stihl chDifferently Baseball Cap

Chang- woo

$23.12

~~$28.90~~ (20% off)

Dung Defender-Hollow Knight Dad Hat

Philip-Kendall

$20.99

~~$26.24~~ (20% off)

The Hunter Baseball Cap

KelseyJocelyn

$21.66

~~$27.08~~ (20% off)

bruce springsteen guitar Baseball Cap

jayrocker

$20.15

~~$25.19~~ (20% off)

Springsteen design 15 Dad Hat

FRANMCLOON

$20.15

~~$25.19~~ (20% off)

Metal Gear Fox Logo Baseball Cap

lanahmddenise

$20.15

~~$25.19~~ (20% off)

Boss Carlo Ancelotti Classic T-Shirt Baseball Cap

Deputy Sheriff Gold Star Badge Dad Hat

CreativeTwins

$19.31

~~$24.14~~ (20% off)

Boss 302 Mustang '70 yellow Trucker Hat

CoolCarVideos

$17.75

~~$22.19~~ (20% off)

Worlds Best Boss Retro - Boss Praise Dad Hat

ViewerEqualsPhoton

$20.15

~~$25.19~~ (20% off)

The Boss US Flag Dad Hat

TheoBedard

$26.87

~~$33.58~~ (20% off)

The Boss for President Baseball Cap

MugshotzArt

$21.83

~~$27.29~~ (20% off)

pink bean maplestory Trucker Hat

Sanjanashop

$19.19

~~$23.99~~ (20% off)

93 KHJ Boss Radio Baseball Cap

TeeArcade84

$20.99

~~$26.24~~ (20% off)

Boss (White) Baseball Cap

helenacooper

$20.15

~~$25.19~~ (20% off)

Metal Gear Solid - Diamond Dogs Trucker Hat

SolidMetalGear

$24.15

~~$30.18~~ (20% off)

Mercury Cougar Baseball Cap

CharJens

$21.49

~~$26.87~~ (20% off)

Boss Lady! Funny Pink Workplace Humor Baseball Cap

PMCreative

$20.15

~~$25.19~~ (20% off)

Satriale's Pork Store Meat Market II Dad Hat

Alema Art

$22.33

~~$27.92~~ (20% off)

I'M The Boss Baseball Cap

BYNANA80

$18.81

~~$23.51~~ (20% off)

Smiling Friends - Mr. Frog Dad Hat

jennamcasey

$19.31

~~$24.14~~ (20% off)

King Cobra Beer Baseball Cap

shopDS33

$26.87

~~$33.58~~ (20% off)

I'm the Boss Baseball Cap

JDWCreations

$20.15

~~$25.19~~ (20% off)

Cooter's Towing Worn Hazzard County Baseball Cap

Alema Art

$22.33

~~$27.92~~ (20% off)

Big Boss – Bold Boss Attitude Design Baseball Cap

grackle got no boss - AUSTIN WEIRD BIRD Baseball Cap

Raiko-art

$20.64

~~$25.80~~ (20% off)

93 KHJ Boss 30 Baseball Cap

TeeArcade84

$20.99

~~$26.24~~ (20% off)

BRUUUUCE Baseball Cap

lorenkleins

$22.67

~~$28.34~~ (20% off)

Green Imp (Chrono Trigger) Trucker Hat

ChillerTyp

$19.19

~~$23.99~~ (20% off)

girlboss now. cry later. Trucker Hat

Jaymesarah

$19.19

~~$23.99~~ (20% off)

Big data boss. Trucker Hat

Text-based T-Shirts and Gifts

$19.19

~~$23.99~~ (20% off)

I’m The Captain Now Dad Hat

Frank Ring

$20.15

~~$25.19~~ (20% off)

Ole Heavy, Ziptie, Heifer, JJ D Boss, Memphis Street Racing, Outlaws Street. Memphis Street Love. Dad Hat

IslandGirlArt

$21.16

~~$26.45~~ (20% off)

Jamming T-Shirt Trucker Hat

Zaheroy471

$23.99

~~$29.99~~ (20% off)

The Best Boss Ever Manager Boss CEO Lady Male Men Women Trucker Hat

farhanhafeez

$20.79

~~$25.99~~ (20% off)

BIG BOSS – Bold Vintage Typography Boss Design Dad Hat

Nopidesign-

$18.47

~~$23.09~~ (20% off)

The Real Boss Baseball Cap

MGS - XOF - White Dad Hat

WeimannLaverna

$21.83

~~$27.29~~ (20% off)

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Boss Caps

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