Cover Letter Humor: Smart or Risky? - Mar 20, 2025

ALSO: Your cover letter template, blended travel stress relief, biggest career mistakes — plus expert tips to boost your work game.

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Hello, Work Pros! 👋 Writing a cover letter can feel like a chore — so why not add a little humor? A clever joke might grab attention, but could it backfire… With workplace norms evolving, let’s explore if wit can work in job applications.

On the agenda: 

✍️ Funny Cover Letters: How to nail it + bad examples.

🍌 Biggest Career Mistakes: Oops... I did it again!

✈️ Blended Travel: This work trend reduces stress.

PLUS: Download a PRO Cover Letter Template — on the house!

THE SPOTLIGHT 

Can Humor Work in a Cover Letter? And How to Nail It…

funny cover letter

When applying for a job, your cover letter is your avenue to make a strong first impression. But can you make them laugh? Absolutely — if you do it right! A little humor can help you stand out, show personality, and even demonstrate creativity. But a word of caution: it’s about balance.

You don’t want to risk your application coming across as unprofessional, so just a tip — keep it light and relevant to the job. Humor should complement, not overshadow, your qualifications. For example, one applicant in the article below shared a quirky story that tied back to their skills — creative and clever without being cheesy. But another applicant took it too far, joking about “making coffee better than anyone” in a bid to stand out. It fell flat and didn’t highlight their real talents.

So, how do you strike the right tone? Stay authentic, be mindful of the company culture, and try not to overdo it. With the right touch, humor can make your cover letter memorable for the right reasons.

Read the full article for hilarious bad examples — and expert tips on writing a funny cover letter:

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CAREER GROWTH

20 Biggest Career Mistakes to Dodge (and What to Do)

stepping on banana skin

Nurturing a career isn’t easy. It takes time and patience, and you’re bound to make a few mistakes along the way.

Learning the hard way is all well and good — but there are some career mistakes that can have huge consequences and are best avoided altogether.

This article covers 20 of the biggest career-ending mistakes. We discuss what they are and how you can fix them so you can keep your career on track and go from strength to strength.

Blended Travel: 4 Ways The Trend Reduces Employee Stress, Study Shows

blended travel

Forbes — Blended travel is becoming a top trend for employees seeking better work-life balance. By combining business trips with personal time, employees reduce stress, boost productivity, and recharge. Companies are embracing this flexible approach to improve well-being and worker morale.

NEWS THAT MATTERS

🌍 NY City Employees’ Remote Work Flexibility — Recent policy allows NYC workers to keep working remotely after moving out of state. [CoStar]

💼 Poly-Employment Trend Grows Across Australia — The rise of multiple jobs for one person: Why more workers are pursuing poly-employment. [News .com .au]

🔄 "Revenge Quitting": Gen Z's Latest Career Trend — Why more Gen Z workers are choosing to quit with a bang and how it affects employers. [Newsweek]

😌 How the 'Rat Race' Work Culture is Being Dismantled — Shenzhen's latest tech-driven job trends are shaping the future of work in China. [Shine]

📉 More High-Tech Workers are Unemployed — The number of job seekers in high-tech has jumped by 12%, with engineers and IT professionals hit hardest. [Calcalist Tech]

WEEKLY GOODY

A PRO Cover Letter Template

Cover Letter Template

This week, we’re giving you a Cover Letter Template to help you land your next job! Designed with a clean, professional layout, it includes helpful tips and instructions to make your cover letter stand out. We’re with you and eager to support your job search! Ready to impress your next employer?

Download link available to email subscribers

BREAKROOM

work meme catch up

SMART READS

💨 25 jobs that will disappear thanks to AI.

🤦‍♂️ Common résumé/CV mistakes to dodge.