Your just not getting it. All language’s are flexible, and only the speaker’s get to say what is valid. They’re should of never been a problem. Anymore, everyone knows what they mean, amirite?
This isn’t an example of a problem with language or grammar, as what you’ve written represents the sounds of a 100% correct sentence. This is a problem of ORTHOGRAPHY. “language’s” and “languages” are pronounced identically, and the rules for distinguishing different forms of the same word are odd and inconsistent, and use a punctuation mark that has several other uses.
As long as we have a writing system where homophonic syllables have multiple spellings, we’ll have this sort of error.
But we do get good Jeopardy! questions. 
It’s your language, not mine, but… really?
…yes. An apostrophe generally doesn’t change pronunciation.
The words “speakers” and “speaker’s” are both pronounced the same way, which was the point. The sensibility of such a language on the other hand…
It’s a very stupid system.
Are you telling me that “They’re should of never been a problem” and “Anymore” are correct? That what Just_Asking_Questions wrote
but apart from that grammatically correct, or am I being whooshed?
sounds identical to
You’re just not getting it. All languages are flexible, and only the speakers get to say what is valid. There should’ve never been a problem. Any more, everyone knows what they mean, am I right?"
The only difference (to my ear) is that “any more” and “anymore” have a slightly different cadence, with the space representing a slight pause.
Said aloud, should of and should’ve are identical. I think that is what the good Dr is saying.
I was specifically making a point about writing, rather than speaking, and I should of been clearer. 
The “positive anymore” is regional. The first time I heard it I was like “what??” It still sounds wrong, but it is gaining acceptance. To me, it’s bizarre and wrong.
OK, got that too, sorry it took a while. Back to the Clusterfuck.
Ok, clusterfuck it is!
My idiot congressman, Andy Biggs (R, Trump’s butt), had a FB post about the rasslin’ spectacle, and was bragging up that some rando AZ resident won (it was fixed, wasn’t it?) something. The clusterfuck part is he obviously hired a bunch of trolls/drones to agree. It was like a circle jerk more than a clusterfuck, but that’s just detail, innit? I follow his FB, and rarely have I ever seen that many post not just agreeing but posting stuff like “trump is the greatest president EVER” and “this event brought pride* to our country.” And lots of personal attacks were made on us blue types. It was weird. I think Andy actually fancies himself as trump’s “good son”. He must have daddy issues. The amount of butt kissing he does is cabinet-level, North Korea level.
*sweaty half naked guys up close and grabbing each other? hey, they said it, not me!
QFT. As a former Scout and current Scout leader myself (for the past 20+ years), I would have no problem calling them out. Something like, “What part of the Scout law does that kind of talk exemplify?”
You mispelled “porbelm”.
Heh. I once wrote a comic with one character freaking out at another character for using such words improperly. A third character broke the third wall by observing that it was kind of scary that he could hear apostrophes.
I’ve been waiting for an opportunity to post this:
Are you sure God doesn’t kill a kitten?
The guy wants to be governor, and David Schweikert looks more like “a governor from Central Casting”, so Biggs has some space to make up in the race for that all-important MAGA endorsement. See: Paxton, Ken.
Its a terrible thing to see when apostrophes are incorrectly used (or not used) in any case. English grammar does have it’s quirks, but the rules arent that difficult to learn.
Yes, they are. Is it “Teachers’ Union” or “Teachers Union”? Traditional grammar would insist on the former, but the latter is almost universal now, on the shaky logic that it’s not literal possession, or by analogy with “teacher parking space > teachers parking spaces.” “Kids’ menu” is almost never used; “kids menu” instead. So we have one technical rule that people only bother with in formal writing (s’ for plural), and one parallel rule we mostly do follow (’s for singular). So we have a rule that we apply 80% of the time (singular) and 20% of the time (plural, numbers courtesy of my butt). How can anyone learn to get it right when the rules are inconsistent and in flux?
Edit: while I can’t blame this on Trump policies, his administration’s support for formal education isn’t going to help.