Funny, Clever, Cool: Best Instagram Captions for Life & Business

Like most millennials, I’m an Instagram (IG) native. I’ve used it both professionally and personally for what feels like a lifetime, so, of course, I’ve had to come up with thousands of Instagram captions.

Feb 9, 2025 - 21:50
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Funny, Clever, Cool: Best Instagram Captions for Life & Business

Like most millennials, I’m an Instagram (IG) native. I’ve used it both professionally and personally for what feels like a lifetime, so, of course, I’ve had to come up with thousands of Instagram captions.

Funny Instagram captions, Instagram captions for business — you name it, I’ve written it.

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After testing out different approaches and trends over the years, I have a solid idea of what works and what doesn’t. But more importantly, I understand how difficult it is to write a caption from scratch — one that conveys exactly what you want and grabs your audience.

That‘s why I compiled some of the best Instagram captions I’ve seen for you to use for your business or personal accounts. Check out the list then we’ll dive into how you can write great Instagram captions of your own.

Table of Contents

Funny Instagram Captions

Laughter is a universal language. And if you’re going to show your sense of humor, it should be on social media.

Funny Instagram Captions for Business

Whether you’re promoting a sale or simply sharing a slice of life at the office, making your Instagram followers crack a smile is one of the easiest ways to win them over. (We’re big fans of this at HubSpot.)

Here are some of our favorite funny Instagram captions for business:

  • Here’s to fighting that case of the Mondays!
  • May your week be filled with success and not meetings that could have been emails.
  • Make like a boy band and buy, buy, buy.
  • Petition for every day to be a summer Friday. Hit “like” to sign.
  • Happy Friday eve! (For Thursdays)
  • Happy Friday Junior! (For Thursdays)
  • We’re kind of a big deal around here. (For photos of your team or executives.)
  • Not to brag, but weekdays are actually our strongest around here.
  • We’re not [enter the profession or job title]. We just play them on TV.
  • Spot the CEO.