5 Jokes About Encouragement

Double Meaning Jokes

Updated on: Mar 15 2025

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The Workplace Cheerleader

Boosting morale in a soul-sucking job
I've decided to bring positivity to the workplace. I started a daily chant: 'We're not just employees; we're hostages with 401(k)s!' It's catching on; I'm considering making pom-poms with the company logo.

The Motivational Fitness Trainer

Encouraging without being annoying
My fitness trainer encouraged me to embrace the stairs instead of the elevator. Now, every time I see a flight of stairs, I hear his voice saying, 'You got this!' But my legs reply, 'No, we don't.'

The Self-Help Guru

Encouraging self-love without sounding narcissistic
I've mastered the art of self-encouragement. Whenever I make a mistake, I say, 'It's okay, we all have our moments.' But then I argue with myself about whose fault it really was.

The Supportive Best Friend

Being brutally honest vs. being encouraging
I'm the friend who supports you no matter what. When my pal said he was starting a rock band, I said, 'That's amazing! By the way, can you play any instrument? No? Well, air guitar is a start!'

The Overly Encouraging Parent

Balancing encouragement and embarrassment
I've decided to be the most encouraging parent ever. My teenager failed a math test, and I told him, 'Son, you just discovered 100 ways not to solve a math problem. You're practically a genius!'

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