My Boss is a Pickleball T-Shirt
My Boss is a Pickleball T-Shirt
My Boss is a Pickleball T-Shirt
My Boss is a Pickleball T-Shirt

My Boss is a Pickleball T-Shirt

$29.99

Retired. My boss is a pickleball.
Finally answering to the only boss that matters — the game.

Color: White

White
Athletic Heather
Black

Size: S

S
M
L
XL
2XL
3XL

HURRY! ONLY LEFT IN STOCK FOR NOVEMBER.

Guarantee
Easy Refunds
Free Shipping

You’ve earned more than a break — you’ve earned playtime. Celebrate freedom with the softest tee this side of the kitchen line.

🏆 Premium Player Tee – made for those who traded deadlines for dinks

🐑 100% ring-spun cotton – soft, breathable, and perfect for endless games (or naps)

👕 Comfort you’ll notice – lightweight yet durable — ideal for court or cocktail hour

📏 True fit, no surprises – pre-shrunk and true-to-size so it fits right every time

🚚 Free & fast shipping – most orders arrive under a week; FREE over $65

💪 Designed for pickleball people – because “retired” doesn’t mean slowing down

🔄 Worry-free exchanges – if it doesn’t fit right, we’ll make it right

REAL STYLE. REAL HUMOR. REAL PICKLEBALL.

SOFT TEES - EXCLUSIVE LOOKS

Our tees are premium in every way. In fit, feel, and the fun they bring to every game! These aren’t your average bargain-bin shirts — we use soft, high-quality “Softstyle” tees for a perfect court-to-couch feel.

You won’t find these looks anywhere else. Each design celebrates the joy (and obsession) of pickleball — the long rallies, the court banter, the post-game laughs. You’ll serve up style — and smiles — every time you wear one.

Why You'll Love Shopping With Us


At Pickleball Swag Shop, we know the golden years aren’t about slowing down — they’re about serving it up. Our retirement tees celebrate the players who’ve traded deadlines for dinks and meetings for matches.

Each design is proudly original, community-made, and printed in the U.S. — no AI art, just real pickleball passion. With fast shipping, a 30-day hassle-free guarantee, and free U.S. delivery on orders over $65, you can play hard and shop easy.

Because life after work deserves a good laugh, a great rally, and a shirt that says it all.