Have you ever seen an ad or headline so bad that it makes you wonder ā Yikes. How did no one spot THAT? Here are 8 cringeworthy copy fails that will have you think twice before pushing publish!
As a copywriter, Iām sure youāve made your fair share of typos, grammar mistakes and misplaced punctuation when youāre burning the midnight oil during a launch or rushing to meet a campaign deadline.
If youāre lucky, your worst-case scenario is just a run-on sentence or a missing word here and there. If youāre not so lucky, itās a media backlash that ends up as a meme on the TIFU subreddit…Ā
Gone are the days when the protocols to publish something involved meticulous rounds of approval and proofreading before it went to the printers.Ā
Today, anything from anyone can go live before millions of viewers at just the click of a button.
Which is why as creators, we have to take the extra measure to review and proof our work before hitting send, publish, post, or share! Because once you do, itās out there ā forever.
So this week, Iām highlighting 8 examples of epic copywriting fails that you definitely want to avoid. Because letās face it, sometimes the best way to grow is to learn what not to do.Ā
But if you also want to learn what you should do to generate compelling, persuasive and failproof copy ā youāre in the right place. Hit subscribe over on my YouTube Channel⦠Because I release a new copywriting tutorial every single week.Ā
Now, here are 8 times copywriting went oh-so-very-wrong. Let these mistakes be a cautionary tale to remind you that as a copywriter and marketer, you need to check yourself before you wreck yourself.Ā
Fail #1: When A Joke Goes Wrong

Our first fail is brought to you by our friends at AirBnb. Iām talking about this tone-deaf ad that was plastered all over San Francisco.Ā
It reads: Dear Public Library System, We hope you use some of the $12 million in hotel taxes to keep the library open later.
Well firstly, the ad references something so obscure that the majority of people are likely to read that and think, “what are you talking about?”
After I did some research I discovered that when AirBnb was asked to fork out millions in hotel taxes, they put up this ad to suggest how the government should be spending that money.
Secondly, they made the mistake of throwing shade at the San Francisco public library system⦠Which really had nothing to do with the hotel taxes in the first place, so thatās weird.
But they also neglected the fact that San Franciscoās public libraries were already struggling to pay their staff and get financial support.
So, as much as we all love a bit of tongue-in-cheek sarcasm if your copy trivializes a serious struggle in misdirected rage, itās no longer a marketing faux pas ā itās just in bad taste.
After a heated backlash and a public apology, even AirBnb CEO Brian Chesky himself admitted that, āIt made us look like jerks.ā
Fail #2: When You Alienate Your Audience

If youāre going to run an ad campaign, make sure you donāt accidentally offend, or worse ā marginalise a group from your audience just to prove a point.
For instance, when Minnesota health plan provider, Blue Cross Blue Shield, decided to encourage people to exercise more by ditching the elevator and taking the stairs, they completely forgot about people who rely on elevators to get around.
Their cringeworthy ad read, āToday is the day we take the stairs. Letās start making healthier decisions today.ā Iām sure the guy in a wheelchair is thinking, great. Thanks Ass****.
A large number of people who use elevators, use them not because they can but because they have to. So, the lesson here? Letās start making better copy decisions today! Always know who youāre talking to so you donāt alienate any part of your audience!
Fail #3: When You Try Too Hard To Be Clever

So hereās an interesting fact: Studies have shown that the average adult reads at a 7-8th grade level, which is why most mainstream novels are written for the average Junior High Student. Well the same goes for your copy. It needs to be simple to be effective, no matter your niche! But clearly, this online publication didnāt get the memo…
The pop-up call-to-action on their site read: āItās never too late to start over. If you werenāt happy with yesterday, try something better today. Donāt stay stuck. Do better.ā LOL. WHAT?
In a painful attempt to sound clever this call-to-action created nothing but confusion. Do I agree, do I not agree? Why does it even matter? What do you want from me?!
Fail #4: When Youāve Been Living Under A Rock

Hereās another display of tongue-in-cheek copy gone terribly terribly wrongā¦
This Christmas catalog ad by Bloomingdaleās features a man looking intently at an oblivious woman, who apparently is his best friend, with the caption: āSpike your best friendās eggnog when theyāre not looking.ā
Well, that went downhill from cheek to creep fast! How did no one on the ad team catch THAT before it went to print?Ā
Not that a joke like this is ever cool, but especially in todayās #MeToo era – Bloomingdaleās how did you think this was ok? Have you been living under a rock or are you just completely insensitive? I bet you didnāt have a single woman on your ad team, Because if you did, this would have been thrown in the trash and never would have seen the light of day.
Fail #5: When Youāre Too Controversial

They say that any publicity is good publicity. Well⦠That might not always be true. Donāt get me wrong ā I like a good, rebellious ad that disrupts the norm. But the line between āWow!ā and āWhoa…ā is sometimes very fine.
Berlin-based Funeral Home, Bergemann Sohn decided to promote their service by placing a large ad on the wall of an underground station, on the other side of the train tracks, with the words ā āCome A Little Closerā.
Ummm⦠Yes, you have my attention. But do you have my business? Iām not so sure. This ad trivializes death and belittles suicide, which is no joke. While I can see the humor in it, this ad makes me feel a bit uneasy. What do you guys think? Funny or faux pax? Comment below and let me know.Ā
Fail #6: When You Make A Reference That No One Gets

If youāre a copywriter or marketer who spends a lot of time indulging in pop culture content in your spare time⦠It can be hard to resist slipping in a little timely inside joke into your copy.Ā
However ā references without context will likely backfire and make your reader go āHuh?ā. Like this pop-up call-to-action from Mashable. It reads, “You can pronounce āgifā however youād like. Get the best of digital culture with the Click Click Click newsletter.”
First, they randomly use the whole āgifā pronunciation debate as their main headline, then they promote their obscurely-named Click Click Click newsletter, neither with much context. Iām seriously confused. What does āgifā or āgifā have to do with anything? But I am curious to know – how do you pronounce it?
Fail #7: When You āMe, Me, Meā All Over The Place

Iāve said this before and Iāll say it again ā your prospects will always ask the question, āWhatās in it for me?ā.
“YOU” is one of the most powerful words used in copywriting. So itās easy to see where Rareloop went so wrong. Their homepage copy reads āWeāre Digital Artisans. An expert team passionate about crafting bespoke websites and apps.ā
Their prospects are likely yawning and leaving the page before they even get to the CTA button that says āGet to Know Usā LAME.
Whether youāre selling a product or a service, your sales copy should focus more on what you can do for your customers. Not on trying to sell how great you are.Ā
Fail #8: When a pun goes wrong. So wrong
Iāll be the first to admit, I love a good pun and humor is a great way to drive engagementā¦
But not at the expense of your brand identity and ad message.
Like Mcdonald’s implying their backdoor is open for business at 6am.

Or RayBans reminder of where to wear their sunglassesā¦

Or Sheets Energy Strips sharing one way to use their productā¦.

While funny yes, these pundamental copy flaws could have had some detrimental consequences on the brand after the fact. See what I did there?Ā
So, copywriters, keep your dirty jokes and puns to yourself! Jeez.
Ok there you have it ā 8 copywriting mistakes you should never ever repeat.Ā
Thanks a lot for reading, leave me a comment below if you liked this post! Next, if you want to see killer examples of 10 brands that are getting their slogans and headlines right ā you can check it out next.
And be sure to subscribe to my YouTube Channel to catch my video next week. Till then, Iām Alex Ciao for now!Ā
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