There was a time when you could say that seniors cant use tech or smart phones.. I've seen really old people using iPads better then me recently.
Streetwise wisdom changes faster today I think than it did in the 90s.
I think the biggest story was the Aron Hernandez(?) to show them that leaving a phone behind is the way to go.. and 'the wire' exposed the groups using burners only forever ago.
So there will always be dumb criminals, it does not mean as a whole they will refuse to learn.
'criminals' have been paying for extra-private versions of phones for years ( https://www.theatlantic.com/technology/archive/2019/01/fbi-u... )
and some connected folks are even making their own phones now https://www.insider.com/pablo-escobars-brother-roberto-escob...
change is certainly faster today then I ever remember.
Then there's the contract negotiation where nothing is legally enforceable and personnel management where your employees could become addicted to stealing from you. It sounds way harder than my job.