These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Critical Research Failure: Chad Broseph Huntington is a member of Delta Sigma Delta, which is actually a dental fraternity, and therefore very likely not something that he would have been admitted into. It's probably Rule of Funny.
Your Grammar Sucks #55: "Rigtig god sang" isn't bad grammar. It's danish for "really good song".
A bit in YGS #51, where he and his guest are drinking while repeatedly staring at each other in the eye, and at one point receiving a drink by having it go from the guest's mouth into his. Played for Laughs.
In #50, Jack gives a kiss to one of his male guests on the cheek, and a few times PewDiePie gets a bit close to him. Again, Played for Laughs to the point that the latter's the source of several outtakes because neither Jack nor Felix could keep a straight face.
Jack points out that the amount of people who can't spell "rapper" and instead type "raper" is rather worrying. It truly falls into this trope, however, when people make this mistake with things which would otherwise be innocent and heartwarming. One of the worst examples would be that of a picture of a child being wrapped up, with the tagline "I raped my sister so she will be quiet"... yeah...
A few younger users show that their age is partly to blame, if it's any consolation; at least a few times the named and shamed have their age typed. For example "I'm a rap(p)er and I'm 8 peace".