The TOOLS are NOT the issue I'm afraid.
Change your channel….
Radically change the tune you play 24-7-366.
He is not your son, only a teen. Treat him like he was not yours and you want a particular result. You want 5 tests per day… you want to understand why he keeps spiking while at school (suppressed smirk)… endless possibilities. He wants to go to the movies with his buddies… ok. What is he going to give you in exchange for that ? What will you offer him?
Is HE talking to YOU, or are you the only one doing the talking???
Depending on what you specifically want him to do, there are things you can do to cause it.
Bribery has many flavors. Cash, cell usage, all kinds of carrots to offer.
All kinds of things you can do you have not imagined trying yet…. you don't care which one works as long as something does…
The "tools" provide you more "comfort" than they provide him. Something to program, something to have the illusion of personal control, "direct input" with… but they change nothing important, nothing that matters for him.
What do you believe is his basic resistance… given up? Pretending not to be diabetic anymore? Too hard to manage this crap and get an outcome he's proud of? As his mom, you have insight even we his peers cannot as easily.
For the record, gotta be careful with the "better" stuff. I suspect no matter how poorly by some standard ANY of us are doing at a given time, we are doing the best we are capable at that moment for better or worse. Teen or not, we are all struggling.
Have you ever given him a total break from his diabetes? Look up the term diabetes vacation. Or just take him out for a milk shake, a pizza, and do ZERO, no whining, no nagging, nada about whatever happens BG wise. Just be mom, and give the boy a break, just one. Bet thats changing your normal channel… no?
You can play catch up on the back end of the "fun" whatever form that takes. And have the discussion(s) in the same manner you would if for example you found him drinking alcohol. You can be simply a grown woman, someone with major life experiences, and dumb decisions he has never faced before. In that role, perhaps, you will reach him…. ? Try that channel perhaps?
Depending on exactly what you seek, there are definite suggestions many of us possess.
Any of this help, IYO?