By that line of reasoning, coffee shops should start employing security staff at each table, listening for patrons plotting terrorist attacks, schools should ensure each classroom has adequate staff to interecept notes between students to look out for signs of radicalisation, and companies should place cameras and microphones throughout their premises to monitor for any dissenting behaviour. Monitor everything. Record everything. Just in case.
I don't know what you mean by "step 1", but coffee shop employees do not routinely monitor all conversations just in case there's something illegal going on.
Only in airports. Oh and last time I was in Boston, the subway had that message playing at intervals. Up here in New Hampshire we mind our own business - or at least pretend to ;)
Nothing should, you can't possibly know what they actually mean and you have no context. They might be writing a movie script. They might be CIA. They might be messing with you.
I'm not sure what you mean by Step 1, however what you're suggesting is more akin to an engineer at a SaaS provider carrying out maintenance or debugging a fault and stumbling across something suspicious. What's being suggesting is active monitoring of every communication.