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Truly Blog » Gift Occasions » Retirement » 40+ Funny Retirement Messages – For Coworkers and More

40+ Funny Retirement Messages – For Coworkers and More

Looking for funny retirement messages? We’ve gathered the best messages and wishes to ensure they feel truly happy.

Retirement is a time to honor the remarkable contributions of those stepping into this new phase of life. Whether you’re commemorating with an unforgettable gift experience or a thoughtful gift, our collection of wishes is guaranteed to bring warmth to their retirement.

To make your search easier, our 40+ Retirement wishes are categorized into:

Jump To a Section Below

  • Funny Retirement Messages for Coworkers
  • Funny Retirement Messages for Boss
  • Funny Retirement Messages for Employees
  • Funny Retirement Messages for Clients
  • Funny Retirement Messages for Family and Friends
  • Conclusion

Funny Retirement Messages for Coworkers

An old woman smiling

Retirement is not only a significant milestone but also an opportunity to bring a smile to our coworker’s faces with a touch of humor.

  1. Congratulations on your retirement! Now you can do all those things you never had time for, like taking naps and forgetting what day of the week it is!
  2. Here’s to your retirement: When every day is a weekend and “dress code” means wearing pajamas until noon. Enjoy your newfound freedom!
  3. Happy retirement! Remember, now that you’re retired, you can’t call in sick. You’ll have to call in bored. Here’s to never knowing boredom!
  4. Welcome to retirement, where every hour is happy hour and you’re the boss of what’s on the agenda. Cheers to your next adventure!
  5. You’re retired! Time to start ticking off that bucket list. Just remember, skydiving is fun, but so is staying on the ground and not breaking anything.
  6. Congratulations on reaching a stage where you no longer need to ignore your alarm clock. Now, the only meetings you have are with your coffee cup.
  7. Retirement: The world’s longest coffee break begins now. Enjoy sipping at your own pace. Just don’t forget where you put your cup!
  8. Happy Retirement! It’s time to swap your ties and suits for flip-flops and bathing suits. 

Funny Retirement Messages for Boss

Retirement for a boss is a monumental occasion, rich with opportunities for a little light-hearted fun.

  1. Happy retirement! Now you can swap your “To-Do” lists for “To-Don’t Bother” lists. Enjoy mastering the art of doing nothing!
  2. Now that you’re retiring, we’re all wondering who will fill your shoes. More importantly, do they know what they’ve signed up for? Enjoy your well-deserved break!
  3. Congratulations on your retirement! Remember, being retired is the only job where you can’t get fired for not showing up. Enjoy your new position!
  4. Retirement means saying goodbye to staff meetings and hello to unlimited coffee breaks. May your coffee be strong and your Monday mornings peaceful.
  5. Congratulations! You’ve been promoted to the CEO of Relaxation and Leisure. May your retirement be as successful as your career.
  6. Happy retirement! It’s time to exchange your business suits for bathing suits. Just remember, conference calls are now strictly prohibited poolside.
  7. With retirement, you’ve earned the right to scream at the TV during the day’s stock market report. Just remember, it can’t scream back. Enjoy the peace and quiet!

Funny Retirement Messages for Employees

Retirement is a significant milestone, and for employees who are about to embark on this new journey, a dash of humor can make their send-off memorable and joyful. 

  1. Welcome to retirement, where every day feels like Saturday, but without the dread of Sunday night looming over. Enjoy your endless weekend!
  2. Happy retirement! You’ve now officially earned your degree in Pajama Studies, with a minor in Snacking. Time to put those skills to good use.
  3. Retirement: Where you go from being late to work to being late for everything else. Enjoy setting your own pace!
  4. Congratulations! You’ve been promoted to the role of Chief Home Officer. Your first task: figuring out which day is trash day.
  5. In retirement, there’s no need for coffee to get through the workday. Now, it’s just to get you from the bed to the couch. Enjoy your relaxation!
  6. Happy retirement! It’s time to swap your ID badge for a remote control. Just remember, flipping channels is less work than flipping reports.
  7. Now that you’re retiring, you can finally start planning your dream vacation. Hint: It’s the trip from the bed to the fridge and back.

Funny Retirement Messages for Clients

Retirement for a client is a big deal, and a sprinkle of humor can add a special touch to your congratulatory message

  1. Happy retirement! Now you can look forward to doing business with your garden, negotiating with your golf clubs, and scheduling meetings with your grandchildren.
  2. Welcome to a world where the only project deadlines are for booking your next vacation. Here’s to enjoying retirement, one leisurely day at a time!
  3. Retiring means you can start answering spam calls for fun and telling telemarketers all about your day. Enjoy the little things!
  4. Congratulations on achieving the impossible: making every day a weekend. Just don’t lose track of Taco Tuesday in all that freedom.
  5. Retirement: The only time in your life when it’s acceptable to drink coffee at 4 PM and wine at 11 AM. Cheers to your new “schedule”!
  6. Remember, retirement is the only time it’s okay to spend your entire day in a robe without anyone questioning your life choices. Embrace the comfort!

Funny Retirement Messages for Family and Friends

Retirement for a family member or friend is a joyful occasion that deserves a celebration filled with laughter. 

  1. Now that you’re retired, you’re officially off the clock and on to more important matters, like figuring out what day of the week it is. Wishing you joy and confusion in equal measure!
  2. Now that you’re retired, you can start practicing for the role of a mysterious figure who walks the neighborhood and knows everyone’s business. Enjoy your new career as a professional retiree!
  3. Happy retirement! You now qualify for a lifetime achievement award in the category of “Best at Avoiding Work.” May your retirement be as impressive as your work-avoidance skills.
  4. Retirement: When you finally stop living at work and start working at living. Enjoy every moment of your new job!
  5. Happy retirement! You’ve now entered the phase of life where “rush hour” is about trying not to spill your coffee as you shuffle from the bed to the couch.
  6. Here’s to your retirement—the time when you can do whatever you want, whenever you want. Just remember, your spouse might have a few opinions about that.
  7. Congratulations! You’ve been promoted to the role of Full-Time Grandparent. Warning: This job comes with lots of hugs, sticky fingers, and endless questions about the old days.

Conclusion

Retirement is a moment to celebrate dedication, and these messages are crafted to bring warmth and joy to the retiree’s heart.

Why not complement these wishes with a thoughtful gift? For those seeking gift ideas, we recommend offering unforgettable gift experiences that will be cherished for a lifetime. Alternatively, try exploring Amazon for a wide range of gift options and price comparisons.

Seth Cannon

Seth is an English-major turned stand-up comedian. When he’s not touring comedy clubs, he loves putting his creativity to use writing puns and card greetings for all occasions (not just funny ones). Many of his punny works can be found in a card store near you.

  40+ Retirement Wishes for Friends - Inspirational, Funny, and More

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