High-stakes Strategist T-Shirts

'Everything on black is not a risk management strategy, Hoskins.'

Businessman at the deep end.

'He's busy right now, sweating out a risky trade. Can he call you back?'

". . . and that dumb Mrs. Parker could have figured I had the Ace, King and Jack, but no, she goes ahead bidding in hearts. . ."

Stock Broker: Place your bets 9 to 5.

'This is a banking style investment casino.'

"If he could put a horse up his sleeve, he'd probably win at that too."

"Now, suppose some guy comes at you balanced between two blocks."

'You should have taken up the game earlier.'

A cat is hiding in a block of cheese to lure a mouse out of its hole.

'At least we don't have to accomplish anything in order to go to a bowl game.'

"My computer beat me at chess, but it was no match for me at kick-boxing!"

'Let's see what the employment tribunal has to say about that, shall we?'

"It's a long-term strategy to make them lazy and complacent first."

"Sir, your new campaign manager is here."

"Game of checkers? Okay, but I'm watching every move you make."

"What do you mean, the market rallied?"

Success

"I think I need a professional money manager. I invest sixty five percent of my money gambling in casinos and thirty five percent I keep under the mattress."

'Governor game change and his replacement debate moderators...'

'I'd have a lot more of em if it weren't' for some jerks always looking for peaceful situations.'

'Just sign your approval for the heliport and we can both go about our business.'

'Will you make the final table?'

World Domination

'After all these years of purposely losing to the boss, I beat the pulp out of him and turned in my resignation.'

Young man asking his governer to buy him a commission in the army

Napoleon 'Snuffed Out' by the Russians

War and War

"And then one day, I had this revelation: Why not go public with my non-profit business and start making some big bucks?"

"Hold on ! Hold on! When you said you'd played this game before at school...."

'She's a good coach, and the kids seem to like her. But I still think someone should at least run a background check.'

Eligible Bachelor: 'Shall I follow you up, Annie; or leave myself for Lizzie?'

A pirate fishes using his hook.

Fake beggar.

Athletes doing hurdles, short athlete has vaulting pole.