Laccetti (professor of humanities at Stevens Institute of Technology) and Molski, in their essay entitled The Lost Art of Writing,[12][13] are critical of the terms, predicting reduced chances of employment for students who use such slang, stating that, "Unfortunately for these students, their bosses will not be 'lol' when they read a report that lacks proper punctuation and grammar, has numerous misspellings, various made-up words, and silly acronyms." Fondiller and Nerone[14] in their style manual assert that "professional or business communication should never be careless or poorly constructed" whether one is writing an electronic mail message or an article for publication, and warn against the use of smileys and these abbreviations, stating that they are "no more than e-mail slang and have no place in business communication".

Yunker and Barry[15] in a study of online courses and how they can be improved through podcasting have found that these slang terms, and emoticons as well, are "often misunderstood" by students and are "difficult to decipher" unless their meanings are explained in advance. They single out the example of "ROFL" as not obviously being the abbreviation of "rolling on the floor laughing" (emphasis added). Haig[1] singles out LOL as one of the three most popular initialisms in Internet slang, alongside BFN ("bye for now") and IMHO ("in my honest/humble opinion"). He describes the various initialisms of Internet slang as convenient, but warns that "as ever more obscure acronyms emerge they can also be rather confusing". Bidgoli[17] likewise states that these initialisms "save keystrokes for the sender but [...] might make comprehension of the message more difficult for the receiver" and that "[s]lang may hold different meanings and lead to misunderstandings especially in international settings"; he advises that they be used "only when you are sure that the other person knows the meaning".

Shortis[8] observes that ROTFL is a means of "annotating text with stage directions". Hueng,[5] in discussing these terms in the context of performative utterances, points out the difference between telling someone that one is laughing out loud and actually laughing out loud: "The latter response is a straightforward action. The former is a self-reflexive representation of an action: I not only do something but also show you that I am doing it. Or indeed, I may not actually laugh out loud but may use the locution 'LOL' to communicate my appreciation of your attempt at humor."

David Crystal notes that use of LOL is not necessarily genuine,[18] just as the use of smiley faces or grins is not necessarily genuine, posing the rhetorical question "How many people are actually 'laughing out loud' when they send LOL?". Franzini[2] concurs, stating that there is as yet no research that has determined the percentage of people who are actually laughing out loud when they write LOL.

Victoria Clarke, in her analysis of telnet talkers,[19] states that capitalization is important when people write LOL, and that "a user who types LOL may well be laughing louder than one who types lol", and opines that "these standard expressions of laughter are losing force through overuse". Egan[3] describes LOL, ROTFL, and other initialisms as helpful as long as they are not overused. He recommends against their use in business correspondence because the recipient may not be aware of their meanings, and because in general neither they nor emoticons are (in his view) appropriate in such correspondence. June Hines Moore[20] shares that view. So, too, does Lindsell-Roberts,[21] who gives the same advice of not using them in business correspondence, "or you won't be LOL".