30 Bozo Bosses and Sleazebag CEOs Who Made Work a Waking Nightmare
Oh captain my captain!
![30 Bozo Bosses and Sleazebag CEOs Who Made Work a Waking Nightmare](https://s3.crackedcdn.com/phpimages/imageset/0/7/6/993076_320x180.jpg)
Welcome to the workforce! Your humanity is now considered a “resource,” your access to health care is gatekept by a literal sociopath, and your electronic devices are jam-packed with military-grade spy software. See you at the holiday party!
Click right here to get the best of Cracked sent to your inbox.
![Every week, my boss had me send flowers to both his wife and mistress. I was to always say I love you in the message because Women like it when you say that. GRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/1/0/4/993104.jpg)
![My boss made me go downtown to bail our accountant out of jail. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/1/0/3/993103.jpg)
![Aa The principal of the school where I used to work demanded that Bb we come to school on Saturdays, although there wouldn't be any students there. She wanted us to do our clerical work-which most teachers were perfectly happy to do in the comfort of their homes - in the office. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/1/0/6/993106.jpg)
![GRACKED.COM One year, my company had an outing on a small cruise ship. During the event, my boss-and CEO of the company-made me ask the captain to change the direction the ship was sailing because she didn't like the way the wind was blowing her hair around.](https://s3.crackedcdn.com/phpimages/imageset/0/9/9/993099.jpg)
![When I was 15 I got a job in retail. I couldn't legally work past 9pm, so my boss would just have me punch out at 8:59pm then keep working until the job was done. COFFEE TEA RAMEN NOODLES COOKIES 5 - CRACKERS DO 4 ENERGY BARS on DALLE CAT NEZ OF DIET SUPPLEMENTS 3 NOVO Smith 2 - miles Trees mission for CASH MAYER - CALIDAD CHPS SA Не told me he'd credit me the hours on different days. (sometimes he even remembered to do it!) CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/1/0/2/993102.jpg)
![The club where I worked would fire us if we turned down a customer's offer to CRACKED.COM buy us a drink. If we had too many we had to just discreetly go dump out the drink somewhere.](https://s3.crackedcdn.com/phpimages/imageset/1/0/5/993105.jpg)
![CRACKED.COM I had to give my belt, shirt, and tie to my boss once, because I was better-dressed than him.](https://s3.crackedcdn.com/phpimages/imageset/1/0/0/993100.jpg)
![I BASICALLY DID MY BOSS'S MBA FOR HIM. GRAGKED.COM He'd give me all his assignments and papers and then tell me that he was really busy. In fairness though, he would also give me really flexible working hours in return.](https://s3.crackedcdn.com/phpimages/imageset/1/0/7/993107.jpg)
![Working as a groundskeeper at a park, my supervisor would hand me his phone, 2013 boot up Pokémon Go, and ask me CRACKED.COM to tend to certain areas of the park... Pikachu ce31 ...depending on which Pokémon he wanted me to catch for him.](https://s3.crackedcdn.com/phpimages/imageset/1/0/1/993101.jpg)
![When I was working at a fast food place, a customer asked for a fresh order of fries, so I made them. My boss jumped on me for making GRAGKED.COM new fries even though I tried to tell him the customer's request. Не just told me to use the old fries anyway and not to waste food.](https://s3.crackedcdn.com/phpimages/imageset/0/9/7/993097.jpg)
![CRACKED.COM My interviewer insisted on carrying on with the interview even though one of their employees was being arrested right in front of my eyes. SO bissa DISSON S18 واحدم I was applying for a part-time job at a pizza restaurant when one of their employees was arrested for possession of drugs. Midway through, the interview turned into a boring lecture about the irresponsibility of drug consumption in the workplace. They never called me after the interview.](https://s3.crackedcdn.com/phpimages/imageset/0/7/9/993079.jpg)
![I got in trouble at work when my boss started to count how many times I went to the bathroom each day. But I only 1...2... ever went during 3...4... lunch and tea time, which was during my break. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/9/6/993096.jpg)
![I once got chewed out by my boss for using too many exclamation points in my email. For the record, his idea of too many was one. GRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/9/2/993092.jpg)
![My boss made me interpret his dreams even though I don't have a degree in Psychology. One of them involved killing an employee with a stapler. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/9/8/993098.jpg)
![I once worked in a flower bulb packing factory. My job was to seal each bag with two staples. One day, I put three staples in a bag by mistake. The boss happened to see and went into a rage. bolbs Blooms 50 Tulipa - - - I was fired on the spot. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/9/1/993091.jpg)
![BBC My interview consisted of my would- be boss rapid-firing management clichés at me for 25 minutes (I don't believe in 110% has always stuck with me), without ever asking me a question or giving me reason to speak. Не closed the interview by saying he liked me, but had already filled the spot that morning. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/7/993087.jpg)
![I ONCE HAD THE OWNER GRAB THE EXTRA LETTUCE A CUSTOMER HAD ASKED FOR OFF THE SANDWICH I WAS MAKING AND THROW IT IN THE TRASH, ALL IN FRONT OF THE CUSTOMER. THE OWNER WALKED AWAY, THE CUSTOMER AND I SHARED A SAD LOOK, AND THAT'S HOW I LEARNED WE DON'T GIVE EXTRA TOPPINGS. GRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/9/3/993093.jpg)
![I was scolded by my supervisor for always leaving work on time. In my defense, I always reach the office 10 minutes early and always finished my work for the day before I left. We didn't get overtime, but my boss always expected us to stay anyway for the good of the company. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/9/5/993095.jpg)
![In Asia I was interviewing for a job at a university to teach English to nursing students. In the middle of the interview I was abruptly asked if I was good with kids. When I said yes, a five-year-old boy was brought in to interact with me for twenty minutes. - 8 10 7 حمد 11 12 1 5 4 2 3 I promotion Afterwards, I found out the job came with the added condition being a private tutor to the interviewer's preschool children during my free time. GRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/0/993080.jpg)
![A colleague once reported me for disturbing him at work. F10 F11 F9 F7 F8 F5 F6 F4 F1 F2 F3 Mag -Aln AN Car Sm LA SnMsg Setup $ @ % 5 # 3 6 4 2 & 77 9 o 8 9 8 P T Y O U R W E Q C 5 6 4 L K J H F G S D A 3 2 1 A M V N . Z I'd been issued an old V в C o mechanical keyboard which Send made Can a lot of noise. The IT department didn't have](https://s3.crackedcdn.com/phpimages/imageset/0/9/4/993094.jpg)
![Straight out of college, I applied for a job that didn't require prior experience. Except that it did, which I found out at the interview. The manager first berated me, I guess for not reading my résumé before calling me in, then he googled their job ad and realized that I was right - they forgot to list all of the job requirements. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/3/993083.jpg)
![I got fired 3 days after starting a job at a video/music store for CRACKED.COM giving a $1.00 refund on a blank cassette tape a customer brought back, with receipt. LLEARE - YOU'RE FIRED MIX MEDY A SIDE 90 CASSETTE The manager said new employees were not allowed to do refunds and he was sorry if they forgot to tell me.](https://s3.crackedcdn.com/phpimages/imageset/0/9/0/993090.jpg)
![An interviewer barely cared about my qualifications. and was WILLIE way BEYSON too eager to discuss my weight. NO FAT CHICKS | guess he didn't want fatties teaching at his music school? CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/1/993081.jpg)
![I WENT FOR AN IN-HOUSE DESIGN JOB AT A WELL-KNOWN CIGARETTE COMPANY. The interview room was thick with smoke, and both interviewers were chain-smoking and coughing all the way through. When they offered me a cigarette, I said Nope, not for me thanks, which in hindsight wasn't the best answer. I DIDN'T GET THE JOB. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/6/993086.jpg)
![I got in trouble with HR at my old workplace for cluttering my desk with pictures. I only had two, and they weren't that big. They told me that a clean desk would make me more productive. GRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/8/993088.jpg)
![In the middle of my interview, the manager got a phone call. It was his wife. She wanted a divorce. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/4/993084.jpg)
![The interviewer told me to wait in the room and walked out. I sat there for about forty-five minutes before I got up and left. Later that day, the company called me and said that since I didn't follow instructions they wouldn't be offering me the job. CRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/2/993082.jpg)
![I was once doing some work on a job site where the owner's dog was running loose. The dog peed on the carpet. I got blamed for the smell. GRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/9/993089.jpg)
![I WAS OFFERED A JOB WRITING A SCRIPT FOR A SPANISH SOAP OPERA, BUT UNDER THE CONDITION THAT I SHOULD TALK PRIVATELY WITH THE DIRECTOR FIRST. ACQUATIONAL AT SOME POINT DURING THE INTERVIEW IN HIS OFFICE, НЕ ASKED ME IF I WAS HOT, AND THEN НЕ TOOK HIS SHIRT OFF. I PROMPTLY LEFT. GRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/8/5/993085.jpg)
![Midway through my interview at what I thought was a reputable grocery store chain, the HR lady handed me a form and asked me to fill it out to receive one of their Shoppers' Club cards. After reaching into my pocket to show that I already had SHOPPERS one of their cards, CLUB the woman said: Just write in a fake name and information. Don't you want the FREE COOKIES it comes with? GRACKED.COM](https://s3.crackedcdn.com/phpimages/imageset/0/7/8/993078.jpg)