Work, Gender & Identity, Life Stories, Humor, Life

23 hilarious things that happen when you’re a millennial managing other millennials

Because it's not awkward at all.

One thing that doesn’t get said enough, is how hard it is to manage your peers. With workplaces filled with millennials, it’s no surprise that there are millennials often managing other millennials.

As previous generations have noted, there’s a certain charm with managing this generation of workers – however just because you were born between 1985 and 1995 doesn’t mean you have the secret to managing the largest working generation since the baby boomers.

1. The shock that someone actually thought you were adult enough to be a manager of people.

Source: Giphy
Image description: A woman in a yellow dress gestures toward herself saying ‘Me?’ Source: Giphy

If there’s one thing that you can identify a millennial by, it’s their crushing imposter syndrome!

2. You dress like it’s the first day of school every day for the first month as manager.

Source: Giphy
Image description: An animated animal adjusts a red bowtie which they are wearing. Source: Giphy

You have to look the part now that you’re a fancy manager!

3. How can you convince your employees to care about work when you really…can’t even.

Source: Giphy
Image description: A black man in a police uniform says “I cannot even.” Source: Giphy

The shiny new job eventually wears off. And you can’t even.

4. When you have to tell someone that it’s against company policy to come in hungover…

Source: Giphy
Image description: A dissheveled man looks up from a desk covered in papers and coffee mugs with a paper stuf to his forehead. Source: Giphy

You knew you had work today.

5. …or high…

Source: Giphy
Image description: An animated pink starfish is drooling and saying “Uhhhhhh”.  Source: Giphy

Dude. Company policy.

6. …or still drunk.

Source: Giphy
Image description: A man with a microphone says ” What is this? Where do you think you are?” Source: Giphy


7. But then there’s that one time you come in hungover.

Source: Giphy
Image description: A blonde woman stares deadeyed and says “Oh my God, I’m so hungover. I’ve never been this hungover before. Source: Giphy

I hope no one noticed.

8. There are constant reminders that you have to adult for 20 other people. You become really good at faking it until you make it.

Source: Giphy
Image description: A women raises her hands and says dramatically “I need to project confidence, you know?” Source: Giphy

If you’re not on top, they’ll eat you alive.

9. You have that one employee who’s your favorite, but you can’t tell ANYONE.

Source: Giphy
Image description: A blonde, male flight attendant looks down and says “You’re my favorite”, blowing a kiss, then looks around with a deadpan look on his face. Source: Giphy

They’re like my children. Of course, I have no favorites.

10. That feeling when you have to educate someone on what is and is not okay to say at work.

Source: Giphy
Image description: A black man in a blue suit is surrounded by coworkers and says “We’re gonna have to talk to HR now.” Source: Giphy

When you’re the first LGBTQ+ manager who’s open about their mental illness, you really don’t take kindly comments that aren’t “politically correct.” Sometimes, you have to be the PC police.

11. Giving a kick-ass meeting and motivating the team to perform well.

Source: Giphy
Image description: A cat sits up with its paws together and the caption reads “Don’t let your dreams be dreams.” Source: Giphy

Let’s go, guys!

12. But then immediately convincing yourself that was a fluke – and you’re not cut out for this job.

Source: Giphy
Image description: A man in a suit says “Man, I can’t do this right now” as he wipes away a tear. Source: Giphy

The imposter syndrome is REAL.

13. When your employees tell you that the standards you hold yourself to are higher than you can hold them to.

Source: Giphy
Image description: A blonde woman gestures with her hand and says ” I can do better.” Source: Giphy

I expect nothing but greatness.

14. Is common sense something you can put under “skills” on your resume?

Source: Giphy
Image description: A blonde man in a chefs uniform says ” You are a smart girl, yet common sense is not your forte!” Source: Giphy

I’ve learned to believe that common sense is a choice you make.

15. The responsibility you feel when you’re having a bad day at work, and realize everyone’s watching you.

Source: Giphy
Image description: A cat slowly emerges from beind a couch to look at the cat on the other side. The caption reads “Purranoia.” Source: Giphy

You know they are. Being in a bad mood can put a black cloud over the entire office.

16. Constantly needing your manager to assure you that you’re doing the right thing and that you’re not constantly under-performing.

Source: Giphy
Image description: A blonde woman gestures with both hands saying “I am frustrated because I am a failure at everything.” Source: Giphy

One of the days he’ll realize that I’m just a big PHONY.

17. Worrying about the office when you inevitably need to take a self-care day.

Source: Giphy
Image description: A baby fennec fox is being held by a woman in one hand, water is ebing run over it to give it a bath. Source: Giphy

How can I relax when people NEED ME?

18. Spending your self-care day reading books about how to be a better manager.

Source: Giphy
Image description: A cat flips the pages of a book titled “The Art of Military Strategy.” Source: Giphy

I prefer The Art of War.

19. Walking in the next day and finding that someone left a get-well-soon card, and the whole team signed it.

Source: Giphy
Image description: A cartoon girl in glasses says “My heartttttt.” The camera pans out to show her lying on the floor in a kitchen. Source: Giphy

Aw, guys. You’re the best.

20.  When the team manages to hold it together during an all hands on deck emergency.

Source: Giphy
Image description: A group of astronauts in space gear walk together. Source: Giphy

Let’s do it!

21. There ain’t no party like a millennial work party, because when millennials party you end up on Facebook Live.

Source: Giphy
Image description: Three women are at a bar, a blonde woman raises her drink and promptly falls off her bar stool. Source: Giphy

Yeah. No one needs to see that.

22. Wondering if you should make a “no phones at work outings!” rule.

Source: Giphy
Image description: A little girl raises her fist threateningly and says “Get that phone out of my face.” Source: Giphy

We can still party with no witnesses!

23. Knowing, that despite going gray in your 20’s, you wouldn’t want to do any other job.

Source: Giphy
Image description: A blonde man with a womans arm draped arounf him says ” I love you guy, but can we leave?” Source: Giphy

Seriously, though – go home.