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Popular Retirement Hats & Caps

907 results
How the hell did I get this old? Trucker Hat
How the hell did I get this old? Trucker Hat
Price$36.40
Top Gift!! World's best great grandpa cap/ hat
Top Gift!! World's best great grandpa cap/ hat
Price$36.40
my senior discount trucker hat
my senior discount trucker hat
Price$36.40
World's greatest boss cap
World's greatest boss cap
Price$36.40
Rest Area Road Sign Trucker Hat
Rest Area Road Sign Trucker Hat
Price$36.40
Senior Citizen Embroidered Hat
Senior Citizen Embroidered Hat
Price$43.30
I know it all, I just can't remember it all at ... Trucker Hat
I know it all, I just can't remember it all at ... Trucker Hat
Price$36.40
Debt LOL Trucker Hat
Debt LOL Trucker Hat
Price$36.40
Keep Calm And Buy On The Dip Trucker Hat
Keep Calm And Buy On The Dip Trucker Hat
Price$36.40
Not In Service Trucker Hat
Not In Service Trucker Hat
Price$36.40
I Don't Know How To Act My Age Trucker Hat
I Don't Know How To Act My Age Trucker Hat
Price$38.50
Old Fart English style Trucker Hat
Old Fart English style Trucker Hat
Price$36.40
Hat Army Retiree
Hat Army Retiree
Price$36.40
Hat Army Retiree
Hat Army Retiree
Price$36.40
Senior Discount Please! Trucker Hat
Senior Discount Please! Trucker Hat
Price$34.45
U.S. Navy Hat
U.S. Navy Hat
Price$36.40
Officially Licensed
"O-FISH-ALLY Retired:Proud, Free, and Fishing 2025 Trucker Hat
"O-FISH-ALLY Retired:Proud, Free, and Fishing 2025 Trucker Hat
Price$36.40
Old Man On A Jet Ski Trucker Hat
Old Man On A Jet Ski Trucker Hat
Price$40.95
Certified Pickleball Technician Trucker Hat
Certified Pickleball Technician Trucker Hat
Price$36.40
You're escaping, leaving trucker hat
You're escaping, leaving trucker hat
Price$36.80
Retired Firefighter Cap
Retired Firefighter Cap
Price$40.35
Honeymoon Cruise Trucker Hat
Honeymoon Cruise Trucker Hat
Price$36.40
World Cruise Trucker Hat
World Cruise Trucker Hat
Price$36.40
Leaving Work Trucker Hat
Leaving Work Trucker Hat
Price$36.40
Perch Master Trucker Hat
Perch Master Trucker Hat
Price$36.40
Air Force retired Papa embroidered cap
Air Force retired Papa embroidered cap
Price$48.90
Fishmore & Campsome, Retirement Specialists, cap
Fishmore & Campsome, Retirement Specialists, cap
Price$36.40
AFGHANISTAN COMBAT WAR VETERAN TRUCKER HAT
AFGHANISTAN COMBAT WAR VETERAN TRUCKER HAT
Price$40.40
Proud To Have Served Hat
Proud To Have Served Hat
Price$38.50
I WANT TO GO FISHING HAT
I WANT TO GO FISHING HAT
Price$37.15
Someday I Will Be The Boss Embroidered Hat
Someday I Will Be The Boss Embroidered Hat
Price$45.10
American Flag USA Large Embroidery Real Stars! Embroidered Hat
American Flag USA Large Embroidery Real Stars! Embroidered Hat
Price$62.85
4th Infantry Division “Steadfast and Loyal” Gift Trucker Hat
4th Infantry Division “Steadfast and Loyal” Gift Trucker Hat
Price$36.40
Army - Staff Sergeant - SSG - Veteran Trucker Hat
Army - Staff Sergeant - SSG - Veteran Trucker Hat
Price$40.95
Army - Command Sergeant Major - CSM Trucker Hat
Army - Command Sergeant Major - CSM Trucker Hat
Price$40.95
Someday I Will Be The Boss Embroidered Hat
Someday I Will Be The Boss Embroidered Hat
Price$50.90
Surreal Fantasy Iris Floral Path Trucker Hat
Surreal Fantasy Iris Floral Path Trucker Hat
Price$38.50
Retirement Cap by SRF - Free at Last !
Retirement Cap by SRF - Free at Last !
Price$51.10
101st Airborne Division Rakkasans Trucker Hat
101st Airborne Division Rakkasans Trucker Hat
Price$40.30
Custom Year Dad Birthday Fathers Day Keepsake Trucker Hat
Custom Year Dad Birthday Fathers Day Keepsake Trucker Hat
Price$40.95
Collection
Adventure before Dementia Trucker Hat
Adventure before Dementia Trucker Hat
Price$36.40
Finally Retired embroidered cap
Finally Retired embroidered cap
Price$43.30
cool cute 70th birthday quote sayings trucker hat
cool cute 70th birthday quote sayings trucker hat
Price$36.40
Cool Lineman Vintage Sunset Trucker Hat
Cool Lineman Vintage Sunset Trucker Hat
Price$36.00
Warning - Elderly Crossing Trucker Hat
Warning - Elderly Crossing Trucker Hat
Price$38.50
Patriotic DON'T OVERTHINK THE DINK Pickleball Trucker Hat
Patriotic DON'T OVERTHINK THE DINK Pickleball Trucker Hat
Price$38.50
10th Mountain Division “Climb To Glory” Trucker Hat
10th Mountain Division “Climb To Glory” Trucker Hat
Price$36.40
Retirement Cap - SRF
Retirement Cap - SRF
Price$51.10
Golf This is how I roll Trucker Hat
Golf This is how I roll Trucker Hat
Price$37.65
82nd Airborne Division “Dagger Design” Trucker Hat
82nd Airborne Division “Dagger Design” Trucker Hat
Price$41.20
I'm Not Old I'm A Classic Trucker Hat
I'm Not Old I'm A Classic Trucker Hat
Price$38.40
Living the Dream Trucker Hat
Living the Dream Trucker Hat
Price$38.45
Retired and living the dream cap
Retired and living the dream cap
Price$38.50
Growing old is mandatory trucker hat
Growing old is mandatory trucker hat
Price$38.50
Proud Baby Boomer Text Only Trucker Hat
Proud Baby Boomer Text Only Trucker Hat
Price$38.50
Army veteran with crown logo embroidered hat
Army veteran with crown logo embroidered hat
Price$53.65
Your Personalised Pirate Embroidery Embroidered Hat
Your Personalised Pirate Embroidery Embroidered Hat
Price$45.10
Can’t Work Today My Arm Is In A Cast Trucker Hat
Can’t Work Today My Arm Is In A Cast Trucker Hat
Price$38.10
Personalised YEAR Perfection Laurels Embroidery Embroidered Hat
Personalised YEAR Perfection Laurels Embroidery Embroidered Hat
Price$45.10
Funny sayings about fishing trucker hat
Funny sayings about fishing trucker hat
Price$38.10

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