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Bear Boss Baseball T-Shirts

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Bear Boss – Cool Bear With Sunglasses Baseball T-Shirt

Description: A bold retro-style bear wearing sunglasses with a confident boss attitude. Perfect for bear lovers, wildlife fans, outdoor enthusiasts, and anyone who enjoys funny animal designs with a strong, cool personality

Tags: animal, bear, bear art, bear lover, bear with sunglasses

Bear Boss – Cool Bear With Sunglasses Baseball T-Shirt

by nizaro_art

$19 $26

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Bear tribal chief Baseball T-Shirt
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Description: Bear tribal chief

Tags: grizzly, king, forest, wild, boss

Bear tribal chief Baseball T-Shirt

by albertocubatas

$19 $26

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Mama Bear for wonderful women Baseball T-Shirt

Description: Mama Bear for all of those wonderful women who look after us, protect us and care for us. It make a great gift for her.

Tags: bear, gift for mother, mothers day, mommy, mommy to be

Mama Bear for wonderful women Baseball T-Shirt

by pickledpossums

$19 $26

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Waiting Bear Boss Cartoon Baseball T-Shirt

Description: Waiting Bear Boss Cartoon

Tags: bear cartoon, business animal, office worker, patience meme, retro graphic

Waiting Bear Boss Cartoon Baseball T-Shirt

by sadlittleesiban

$19 $26

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You Aren't the Boss of Me Baseball T-Shirt
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Description: You can't tell me what to do.

Tags: working, work, not my boss, bosses, teddy bear

You Aren't the Boss of Me Baseball T-Shirt

by chicalookate

$19 $26

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Boss Bear Confident Leader Doodle Baseball T-Shirt

Description: A capable bear holding the paperwork — proudly "Boss Bear"! Clean minimalist black doodle art perfect for managers, team leaders, hard workers, and anyone owning their role. Great gift for colleagues, promotions, birthdays or just because.

Tags: bear gift, bear lover, boss gift, career pride, coworker gift

Boss Bear Confident Leader Doodle Baseball T-Shirt

by The Nosy Doodle

$19 $26

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Mamasaurus Mom's The Boss Funny Mother Dinosaur Baseball T-Shirt

Description: Mamasaurus Mom's The Boss design for funny mothers and dinosaur loving moms. Celebrate being a boss mom with 'Mamasaurus' and 'Mom's The Boss!'.

Tags: birthday mom, boss mom, dino mom, dinosaur lover, dinosaur mom

Mamasaurus Mom's The Boss Funny Mother Dinosaur Baseball T-Shirt

by Funny Animal Kings

$19 $26

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Evil Billionaire Boss Holding Teddy Bear Gothic Comic Art Baseball T-Shirt

Description: Evil Billionaire Boss Holding Teddy Bear Gothic Comic Art

Tags: 3 eye skull, billionaire boss, cartoon villain, comic book villain, dark cartoon art
Boss Bear Baseball T-Shirt

Description: Boss bear goes to work

Tags: work, osito, bear, oso, teddy bear

Boss Bear Baseball T-Shirt

by Manuarts

$19 $26

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Get well soon bear Baseball T-Shirt

Description: Get well soon Bear

Tags: get well soon world, get well soon 2020, get well soon gifts post surgery funny, get well soon design knee replacement, get well soon boss

Get well soon bear Baseball T-Shirt

by This is store

$19 $26

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support your local girl dad Baseball T-Shirt

Description: support your local girl dad

Tags: boss dad, dad appreciation, dads of girls, distressed pink, girl dad era

support your local girl dad Baseball T-Shirt

by ilvms_print

$19 $26

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Mama Bear Baseball T-Shirt

Description: Mama Bear for all of those wonderful women who look after us, protect us and care for us. It make a great gift for her.

Tags: new mum, grandma, mother, mama, mother mum

Mama Bear Baseball T-Shirt

by pickledpossums

$19 $26

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Go into business with a grizzly bear Grizzly Bear Businessman Cartoon Baseball T-Shirt

Description: A cartoon grizzly bear in business attire, wearing a light blue collared shirt, striped tie, and holding a black briefcase. The bear stands confidently against a dark background. The text 'Go into business with a grizzly bear' is displayed above in white lettering enclosed by quotation marks.

Tags: animal, bear, boss, briefcase, business
proud mother of a few smartass kids Baseball T-Shirt

Description: proud mother of a few smartass kids

Tags: boho arrows, calligraphy, coral accents, family first, heart doodles

proud mother of a few smartass kids Baseball T-Shirt

by Hanida Fahd

$19 $26

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Classy Mafia Bear Vintage Gentleman Smoking Cigar Whiskey Baseball T-Shirt

Description: Step into the world of underground sophistication with this premium, hand-drawn style illustration of a dapper grizzly bear. Dressed in a sharp pinstripe suit, fedora hat, and classic waistcoat, this boss-level bear enjoys a fine cigar and a glass of whiskey. Perfect for fans of vintage aesthetic, mafia-inspired art, and cool, moody streetwear graphics. This detailed artwork brings a bold and aggressive character to your favorite apparel, phone cases, and home decor items.

Tags: cigar, cigar smoking, cigars and whiskey, classy animal, gangster
The Gangster Bear Baseball T-Shirt
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Description: A fearless black bear sitting on a vintage red throne, blending classic gangster aesthetics with detailed wildlife engraving and retro tattoo art.

Tags: animal, bear, boss, forest, gangster

The Gangster Bear Baseball T-Shirt

by getemari

$19 $26

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Banff Sunshine Village Split Lip Vs The Boss 2026 Baseball T-Shirt

Description: Split Lip Vs The Boss design from Banff Sunshine Village. Featuring a bold Grizzly Bear Showdown theme.

Tags: banff, banff alberta, banff fans, bear showdown, bear theme
Dream Big Work Hard – Motivational Streetwear Teddy Bear Baseball T-Shirt

Description: A bold motivational streetwear design featuring a cool teddy bear with a confident boss attitude. Built around the mindset of dreaming big, working hard, staying focused, and never giving up. Perfect for entrepreneurs, hustlers, gamers, students, dreamers, and anyone focused on discipline, consistency, success, and positive vibes.

Tags: boss bear, cool teddy bear, entrepreneur gift, hip hop bear, hustle
Fancy Bear Baseball T-Shirt
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Description: Always be fancy!

Tags: sassy, boss lady, x612skq, grizzly bear, fancy

Fancy Bear Baseball T-Shirt

by LaurenRingelman

$19 $26

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Mom boss mothers day gift idea Baseball T-Shirt

Description: Best mom ever

Tags: best mom ever gift, mama bear, mom birthday, best mom in the world, mommy gifts
Anti-Work Smokey Bear Shirt | Only You Can Prevent Grind Culture Tee - Anti-Capitalist Hoodie, Workers Rights Design & Funny Anti-Boss Apparel Baseball T-Shirt

Description: The only burnout you should prevent is your own. This genius anti-work parody reimagines Smokey Bear as a hero for the overworked and underpaid. With a revised slogan targeting "Grind Culture," this design is a battle cry for workers' rights, work-life balance, and the fight against exploitative bosses. It’s for the union organizer, the quiet quitter, and every employee who knows their worth is more than their productivity.

Tags: anarchism, anarchist, antcapitalist, anti capitalist, antifa
Ready for the Matriarchy Baseball T-Shirt

Description: Ready for the Matriarchy

Tags: choose the bear, equal rights, equality, feminism, feminist

Ready for the Matriarchy Baseball T-Shirt

by Obstinate and Literate

$19 $26

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Guarded Baseball T-Shirt

Description: 13th word for Inktober 2018.

Tags: grizzly bear, wildlife, brown bear, grizzly, mouse

Guarded Baseball T-Shirt

by mr.zero

$19 $26

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It's Right Around Tax Season Baseball T-Shirt

Description: Theodore's doing his best

Tags: humor, adulting is hard, adulting like a boss, adulting sucks, adulting memes

It's Right Around Tax Season Baseball T-Shirt

by Whatchamarkallit

$19 $26

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Impeccable FICO Score Baseball T-Shirt

Description: What even is a FICO score? He does not know

Tags: adulting is hard, adulting like a boss, adulting sucks, adulting is overrated, teddy bear

Impeccable FICO Score Baseball T-Shirt

by Whatchamarkallit

$19 $26

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