52 Customer Support Chats That Somehow Created More Problems Than They Solved

Most of us will do anything we can to avoid contacting a customer support agent. You might click through every single page on a website ten times, searching for a solution before finally sighing, accepting defeat, and sending a message to that annoying bubble in the corner of the screen. “How can I help?” the cheery AI agent might ask with a smile.

But we all know that whether or not that bot or an actual human will be able to assist is 50/50. If you’re tired of dealing with infuriating customer support agents, you’re not alone. Bored Panda has compiled a list of some of the most hilarious and frustrating encounters people have had with these workers below. Enjoy scrolling through, and be sure to upvote the ones that you find painfully relatable!

#1 AI Chatbots Are Clearly The Future!

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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52 Customer Support Chats That Somehow Created More Problems Than They Solved

#2 Caught The Amazon Chat Associate In An Unhinged Mood

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#3 Am I Having A Stroke Or Is This Email Insane?

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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I dread every moment when I have to reach out to a customer support agent. Usually it takes about 10 messages back and forth between an AI chatbot before they actually connect you with a real person. Then you have to wait for the human to message you. Then you have to relay all of the same information that you gave the AI bot. Then, if you’re lucky, you’ll finally receive some sort of resolution.

Unfortunately, I have a lot of experience chatting with these infuriating agents because every time I travel to another continent, I have to request a special meal for my long-haul flight. On almost every airline’s website, they claim that you can request special meals right there. However, for almost every airline, this feature magically does not work. And what should have taken 30 seconds ends up requiring 30 minutes and countless messages to a support agent.

#4 Excellent Customer Service

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#5 Now That’s What I Call A Fast Customer Service

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#6 Okay

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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Dealing with customer support agents has been extremely frustrating for ages, but CBC notes that it’s only gotten worse in recent years, as more and more of these agents have been replaced by AI chatbots.

One man noted that he had been charged $1,000 by a hotel that he had never even visited, and then he had an excruciating experience trying to get the charge removed.

“It’s the worst,” he told Cost of Living. “You’re there, you’re all upset. Nobody picks up the line; you listen to that agonizing music. ‘Your call is important to us. We understand how you feel. They’re getting more calls than usual.’ It’s frustrating.”

#7 My Wife Ordered Some Shorts From Amazon In June. They Arrived Yesterday (Nov 10th). At Least Customer Service Didn’t Try To Hide How They Really Felt

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#8 We All Know AI Can Suck, But Come On

Tried to chat with someone since I’m traveling internationally and didn’t want to sit on hold waiting for someone for $.50/minute.

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#9 My Live Agent Who Is Still A Chatbot

The live agent has given me recipes and all sorts of life advice and even some insight into ocean mysteries!

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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Meanwhile, the lack of assistance that leads to frustration for customers often negatively affects employees too. “I would get screamed at for their wait times. I would get screamed at for how complicated the voice system was,” one worker from Buffalo, New York, said. “It wears on you. I was taking, on average, 30 to 40 calls a day in some instances, and I’d say probably a good two-thirds of them were just getting screamed at and belittled.”

#10 Cars24 Support Bot Has One Setting: ‘Welcome.’ Ask For A Refund, Get ‘Welcome.’ Ask For The Menu, Get ‘Welcome.’ Ask If Aliens Exist, Probably Still ‘Welcome’ 😂

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#11 Trying To Get My Account Unlocked Due To “Fraudluant Activity”, Bankmobile Everybody!

Still on hold! I was on hold for over an hour only to be transferred to a different 24/7 number lol. My “fraud” activity is me trying to reset my password and bm’s site having a stroke over my new password. I love technology 😁

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#12 Customer Care Not Acknowledging My Messages

After waiting for 30 minutes to connect with human agent, this is what they reply. Bots everywhere

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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To prevent this, some companies preemptively ask callers to remain respectful while on the line, but this can push an already frustrated customer over the edge. “I think it just typically triggers and angers customers,” says Jessica Cryer, managing partner at The Experience Advisors, a firm based in Toronto. “I appreciate the intent. Do I think it’s the most effective way to do it? I don’t.”

#13 Moviepass’s Customer Service Needs To Work On Their Definition Of “Shortly”

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#14 您好

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#15 When You Can’t Give An Answer And Want To End The Live Chat

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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As far as why companies won’t just have employees pick up the phone, some say that there’s actually an incentive to making callers wait for so long. If they eventually give up and hang up, the company won’t have to pay an employee for having a conversation with them. 

“People tend to figure out their own problems, or they’ll go a different route. It’s all just a numbers game. It’s about how much money the company can save,” one customer service agent said. 

#16 Disney Plus Customer Support.. Thanks I Guess (Oc)

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#17 Nonexistent Customer Service With A Defunct Phone Number To Call

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#18 First A Broken Website, Then A Bad Chat Bot, And Then An Endless Wait For A Human

We’re here folks. Completely cooked lol. Tried to book some flights with points, but the website is broken so it keeps telling me the flights aren’t available. Then I try to contact them and there’s a useless bot, then a 50 minute wait???

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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These agents can’t avoid doing their jobs forever, though. And while it certainly isn’t easy to have to manage dozens of tickets at once, Zoe Talent Solutions notes that there are certain skills that every agent needs to have to succeed. 

First, they have to have great communication skills. They also need to be able to problem-solve under pressure. And it’s crucial to have empathy and emotional intelligence. 

#19 AI Chatbots Are Annoying And Probably Only Gonna Get More Prevalent

I had to ask for an agent 6 times before I got one.

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#20 Chatbots Are Utterly Useless

I sincerely hope GenAI improves chatbots

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#21 Foodpanda Customer Service Rep Keeps Copy Pasting Template Responses And Then Claims It’s Impossible For Me To Speak To A Manager

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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Product knowledge is also very important for customer support agents to actually be helpful for callers. The fastest way to make a customer angry is by not knowing the answers to their questions. Meanwhile, it’s important to be flexible and adaptable. Time management is also a crucial skill, as well as being able to resolve conflicts. Attention to detail and a positive attitude can go a long way during these calls with customers too.  

#22 Bodum Responded To My Cs Inquiry Nearly 16 Months Later 😑

Bought some cups over a year ago, one had a defect. reached out to CS in Dec 2024 and I just got a response in April 2026. I mean – I know there can be a bit of a delayed response but I think this takes the cake!

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#23 Asked And Answered

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#24 Hilariously Rude Spintel Customer Service Rep

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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Are you feeling frustrated just by reading these conversations, pandas? Keep upvoting the ones that feel all too familiar, and let us know in the comments if you’ve experienced any similar moments recently. Then, if you’d like to check out another article from Bored Panda featuring similar posts, look no further than right here! 

#25 I Owe Three Mobile £192. Idk This Interaction Made Me Laugh

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#26 Waiting For More Than 45 Minutes On Swiggy Help Chat

Waiting on the Swiggy help chat for more than 45 minutes on a wrong product delivery. No questions, no answers, no response. Says manager is busy.

Excellent customer support.

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#27 From Best To Worst Customer Service

Beware of Amazon’s dishonest customer service team. They promised me a refund and even sent me email confirmation stating “They have issued the refund”. 1 month later, I call and they come up with some foolishness about how they have changed business practices and cannot honor the refund.

Bro, THIS IS OVER $16.23 and you even sent me an email saying it was sent 😂

The manager even gaslit me and said the item arrived on the date it was supposed to arrive. Yup, saying its going to come a few days then gets delayed a month is the “expected delivery date” IF THAT WAS THE CASE, WHY WAS I PROMISED A REFUND AND GIVEN EMAIL CONFIRMATION TO BEGIN WITH?

Sometimes people will try to make you feel insane even though you have full documentation and try to make you question reality.

If you’ve had this same experience from the phone customer service reps and managers, don’t fall for it. Their customer service has become booty cheeks.

I’m thinking this company will eventually fall if it doesn’t stop this nonsense.

It seems like the days of honest business practices and honoring what you said or doing business in good faith is gone from Amazon.

We had to contact our bank for a chargeback.

RIP

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#28 Wow, Just Wow: Amazon Customer Service

Short version: I simply asked why 100% of my same-day deliveries were delayed. This was my 5th representative and 3rd supervisor. One stated that the truck broke down (it was never out for delivery). I was being “jerked around” the whole time apparently.

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#29 AI Customer Support

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#30 The Best Customer Service

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#31 When Customer Service Just Clocks Out For The Day

I just wanted to order some food.

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#32 Customer Support Chats That Ask If I’m Still There Then Disconnects After Taking Less Than A Minute To Respond, But Takes 1-5 Minutes To Respond To Me

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#33 Delivery Standard Is A Meme

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#34 Several Days Of No Response To My Ticket And The Chat Bot Does Me Like This

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#35 At Least Ea Customer Service Knows The Score

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#36 Amazon Rep Was Extra Saucy Today

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#37 Excellent Customer Service/Chatbot

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#38 Customer Service Is Dead. I Hate The Fact You Cant Route To A Human Right Away

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#39 Network Solutions Live Chat Support Dings With A Message Every Few Minutes To Tell Me To Keep Waiting. Then After Like 20 Minutes It Says, “Do You Still Need Help?”

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#40 Vrbo Has Awesome Customer Support

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#41 Broke Off One Keycap On My Brand New MacBook. This Is What Apple Support Had To Say. 479 Euro Is 505 Dollar. Insane Right? English Not First Language Sorry For Not Using Proper Punctuation

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#42 My Skipthedishes Order Was Missing My Burgers. The Support Dude Left The Chat

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#43 I Never Had A Rep Say This In Chat Before

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#44 Trying To Report My Stolen Phone To My Provider

I was able to resolve this with a different support.

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#45 My Bank’s Support Bot (Mandatory Before Being In Contact With A Real Human)

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#46 Uber Eats Support Intentionally “Misunderstanding” An Issue And Closing The Chat When Called Out

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#47 What Is This Customer Service

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#48 Disney+ Chat Support Ended Up Being As Useful As I Thought It’d Be. They Stopped Responding So It Shut The Chat Down

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#49 If You Need The Password To An Old Yahoo Email And Can’t Recover It Online, The Only Way To Recover It Is To Pay Them To Have Access To Customer Support

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#50 Customer Service Is Responding To Me Via Copilot

This is really ridiculous.

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#51 When United Airlines Can’t/Won’t Tell A Customer Where Their Missing Luggage Is

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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#52 Is Amazon Trying To Scam Me?

52 Customer Support Chats That Somehow Created More Problems Than They Solved

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