A good one that seems to flummox even the best spelling bees is "Bureaucracy". It used to get me every time and I consider myself pretty good with spelling and grammar, even though concepts such as nouns, vowels, adjectives, conjunctions, prepositions, interjections, adverbs, etc. just flew over my head in English lessons. I somehow flew through the exams I had despite not understanding all the theory. I guess I am just good at noticing patterns.
Way back when not everyone had a PC and a printer in the 1990's, I was often called upon by my graduate friends to knock up a CV (Resume), and print out a few copies. I developed a template and essentially replaced bits of corporate bullshit bingo words of the day with others, then printed them off for them. Sure enough, they ended up with work.
Now my Aunty asked me if I could help a distant cousin of mine with a job application that required a CV. Of course, no problem. Now this girl is the opposite of a Uni Grad. She was kicked out of home at 14 years of age and essentially lived day to day on her own wits. Not beating around the bush she is a bit thick. Lovely girl, nice but dim. Of course no qualifications, but she was enrolled in the community college to learn "dance", and had so far had jobs as glass collector for a bar, dancer for a nightclub, and an extra on a movie that Samuel L Jackson was in.
There was a new bar opening in town which wanted barmaids and she applied for the job. I got the most recent CV I had used for my grad mate and replaced all the qualifications, etc, and all the bullshit bingo words to something that would apply to this girl and her new job. After printing it out, I had to explain what all "the big words" meant.
She was employed by the new bar instantly. In fact, on the strength of the CV with "the big words" they gave her the bar manager position!
Needless to say, she didn't last 2 weeks, bless her!
No worries, she is a trooper and has always found work, travelled the world too. I should call her up sometime as she recently moved a street away from me I hear from the grapevine.