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Popular Funny Retirement Hats & Caps

354 results
Dementia 2024 trucker hat
Dementia 2024 trucker hat
Price$36.60
Pirate Captain Trucker Hat
Pirate Captain Trucker Hat
Price$37.10
Retired Chick, colourful design Trucker Hat
Retired Chick, colourful design Trucker Hat
Price$30.90
What is Retirement Humour Trucker Hat
What is Retirement Humour Trucker Hat
Price$32.70
old pinochle player trucker hat
old pinochle player trucker hat
Price$34.75
The Legend Has Retired Trucker Hat
The Legend Has Retired Trucker Hat
Price$32.60
Funny retirement hat for men See you at the lake
Funny retirement hat for men See you at the lake
Price$30.90
Who Cares - I'm Retired Trucker Hat
Who Cares - I'm Retired Trucker Hat
Price$32.70
RETIRED Hat
RETIRED Hat
Price$37.10
Funny fishing retirement trucker hat
Funny fishing retirement trucker hat
Price$34.35
Officially Retired Trucker Hat
Officially Retired Trucker Hat
Price$34.75
Retired And Lovin' It Funny Embroidered Hat
Retired And Lovin' It Funny Embroidered Hat
Price$43.30
Retired Embroidered Hat
Retired Embroidered Hat
Price$55.00
Humourous golf hat hole in one club
Humourous golf hat hole in one club
Price$31.60
I’m not retired, I work part-time as a pain Trucker Hat
I’m not retired, I work part-time as a pain Trucker Hat
Price$30.90
Retired Not Expired Embroidered Hat
Retired Not Expired Embroidered Hat
Price$53.65
Senility Prayer Trucker Hat
Senility Prayer Trucker Hat
Price$32.70
I dont want to i dont have to you cant make me hat
I dont want to i dont have to you cant make me hat
Price$30.55
Retired Accountant, No I Won't Do Your Taxes Trucker Hat
Retired Accountant, No I Won't Do Your Taxes Trucker Hat
Price$34.75
Retired - Funny hat
Retired - Funny hat
Price$50.85
Retired Old Machinists Never Die - Hat
Retired Old Machinists Never Die - Hat
Price$34.75
Less Work More Golf Funny Golfing Gator Trucker Hat
Less Work More Golf Funny Golfing Gator Trucker Hat
Price$33.90
I'm Retired This Is As Dressed Up As I Get Trucker Hat
I'm Retired This Is As Dressed Up As I Get Trucker Hat
Price$32.60
Funny golf hat for retired men
Funny golf hat for retired men
Price$30.90
Retired And Lovin' It Funny Trucker Hat
Retired And Lovin' It Funny Trucker Hat
Price$30.90
Fun golf hat for men World's Okayest Golfer
Fun golf hat for men World's Okayest Golfer
Price$30.90
Retired Truck Driver Trucker Hat
Retired Truck Driver Trucker Hat
Price$34.75
Retired Trucker Hat
Retired Trucker Hat
Price$34.30
Senior Discount Please! Trucker Hat
Senior Discount Please! Trucker Hat
Price$29.30
Funny retirement hat with palm tree logo
Funny retirement hat with palm tree logo
Price$30.55
Goodbye tension hello pension Funny retirement hat
Goodbye tension hello pension Funny retirement hat
Price$30.90
Cool retirement gator trucker hat
Cool retirement gator trucker hat
Price$34.35
I Heart (Love) Golf Cart Trucker Hat
I Heart (Love) Golf Cart Trucker Hat
Price$37.00
officially retired not my problem anymore trucker hat
officially retired not my problem anymore trucker hat
Price$32.35
Older Than Dirt Hat
Older Than Dirt Hat
Price$32.35
Nice Day Trucker Hat
Nice Day Trucker Hat
Price$30.90
Goodbye tension hello pension retirement hat
Goodbye tension hello pension retirement hat
Price$30.90
Fishing hat Born to fish with boat design
Fishing hat Born to fish with boat design
Price$30.90
Boat hat for men I'd rather be baoting
Boat hat for men I'd rather be baoting
Price$30.55
Retired Established date white black custom text Embroidered Hat
Retired Established date white black custom text Embroidered Hat
Price$48.90
Retired since date white black custom script text embroidered hat
Retired since date white black custom script text embroidered hat
Price$50.75
Personalised Retired Year Embroidered Hat
Personalised Retired Year Embroidered Hat
Price$43.30
Retro Pickleball Athletic Department Custom Trucker Hat
Retro Pickleball Athletic Department Custom Trucker Hat
Price$31.70
O Fish Ally Retired 2025 Funny Fishing Fisherman Trucker Hat
O Fish Ally Retired 2025 Funny Fishing Fisherman Trucker Hat
Price$32.70
Retired Firefighter Thin Red Line Funny Saying Trucker Hat
Retired Firefighter Thin Red Line Funny Saying Trucker Hat
Price$30.90
Funny Retired and a Golfing Grandpa V05 Embroidered Hat
Funny Retired and a Golfing Grandpa V05 Embroidered Hat
Price$53.30
Officially Retired Trucker Hat
Officially Retired Trucker Hat
Price$30.90
Retirer 2025 Retirement Party Men Women Mum Dad Embroidered Hat
Retirer 2025 Retirement Party Men Women Mum Dad Embroidered Hat
Price$43.30
Retired 2023 Not My Problem Anymore Gag Retirement Trucker Hat
Retired 2023 Not My Problem Anymore Gag Retirement Trucker Hat
Price$32.35
Personalised retirement The Legend has retired Trucker Hat
Personalised retirement The Legend has retired Trucker Hat
Price$32.35
EAT SLEEP BEACH REPEAT vintage party trucker hat
EAT SLEEP BEACH REPEAT vintage party trucker hat
Price$30.55
Fixed Income/Always Broke Cap - Green
Fixed Income/Always Broke Cap - Green
Price$30.90
Retired Rip Van Winkle image Personalise Trucker Hat
Retired Rip Van Winkle image Personalise Trucker Hat
Price$30.90
Retired See You At The Beach Trucker Hat
Retired See You At The Beach Trucker Hat
Price$32.70
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