30+ Humblebrags That Had Us Laughing And Cringing In Equal Measure This Week (February 15, 2024)

Ah, the humblebrag. It’s that delightful (read: facepalm-worthy) combination of self-deprecation and not-so-subtle self-promotion that floods our social media feeds. You know the type: “Ugh, so annoyed that I can only fit one of my sports cars in the driveway of my new mansion. #StruggleIsReal.” It’s like, congrats on your ‘problems’, buddy, can’t wait to hear about how your diamond shoes are too tight next.

These 30+ examples are the crème de la crème of cringe, the kind of posts that make you wonder if people hear themselves when they talk (or type, in this case). From the classic “accidentally” humblebrag about overachievement (“Whoops, got another promotion, I’m just too efficient, lol”) to the more nuanced flex about exclusive vacations (“Sigh, another day, another private island I have to visit because of work”), each one is a masterpiece in the art of making others simultaneously amused and annoyed.

But let’s be honest, part of us loves to hate-read these posts. They provide that perfect blend of entertainment and eye-rolling that fuels our need for a good chuckle (or groan) throughout the day. So, grab your popcorn and prepare for a journey through the wilderness of humblebrags. And remember, if you ever find yourself tempted to post one, maybe just go with a picture of your lunch instead. It’s safer that way.


1.

2.

3.

4.

5.

6.

7.

8.

9.

10.

11.

12.

13.

14.

15.

16.

17.

18.

19.

20.

21.

22.

23.

24.

25.

26.

27.

28.

29.

30.

31.

h/t: r/humblebrag

Nate

Nate Armbruster

Nate Armbruster is a stand-up comedian and writer based in Chicago who is likely writing a joke as you read this. Find him online at natecomedy.com.