
'I'll bet you fifty dollars that you can't stop gambling.'
Add a touch of playful daring to their home decor with our witty risk-taker pillows. Perfect for those who love to sleep on a bed of bravery and humor.
'I'll bet you fifty dollars that you can't stop gambling.'
"Forget five-year plans. Let's just figure out how to make it to lunch."
'Past performance is not an indication of future results.'
The fate of the emigrant
'The prevailing wisdom is that markets are always right. I think that luck is always right.'
Due to his low center of gravity, Jake is the greatesr broncbuster ever!
Clyde thought “Atomic Sparklers” was just an ad gimmick
A slice of bread walks a tightrope between slots on the toaster.
Bite out of fishing pier.
"Hey, you stick your neck out on a regular basis, it's gonna happen. The important thing is to just get up and keep moving forward."
'I want you to paddle against the current.'
Dear Diary. . . why, oh why, did I choose an adventure holiday?
"But don't let my wacky tie fool you. We actually take business very seriously around here."
Pilot with champagne.
-Sorry about yesterday, I was ill! -You didn't look ill when I saw you at the races! -You didn't see me after the fifth leg!
"Remember how I've always had a hard time asking for help?"
Job Vacancy: Human cannonball. Applicants must of the right calibre
'According to this book, the casino has a slight edge in this game.'
On the brink.
The Tightrope Balancing Act of Home Ownership and Interest Rates.
Remember how you advised me to get a dangerous hobby to build up my self-esteem and impress people? Well, all the dangerous hobbies were already taken. You wrestle alligators
Then get under cover before you are struck by lightning.
"Steady. This is going to be so sweet."
"Marco ..."
"We have all the brochures, but we can't decide if we want to die on Mt. Everest or Mt. McKinley."
Slipping and sliding down the slope...
'I don't like to take chances.'
Humpty Dumpty goes bungee jumping.
'You know what they say...live fast, die young and leave a great fossil.'
The deadly sport of cobra staring contests.
"Life's a lottery - That's why you need balls"
'The reason I like this guy's stock picks is, he's not burdened by having any experience in finance whatsoever.'
I was trying to day trade my way through business school, but then the stock market tanked.
"In my old job we were encouraged to run fast and break things."
Look At Me I'm Still Wearing Shorts.
Explore our collection of mugs designed for the witty risk-taker—perfect for starting conversations and mornings with a smile.
Browse our prints collection to discover bold, humorous designs that capture the spirit of a witty risk-taker and inspire everyday courage.
Check out our t-shirts for the risk-taker who loves bold, clever designs—great for making a humorous statement everywhere they go.