Am I under a legal requirement to record in person meetings? No. Am I obviously attempting to avoid the hold? Yes.
Guess what the legal charge is for attempting to avoid preserving records?
You have not discovered some clever loophole.
Even in this case, unless the court issued an order that forbids physical meet-up/contact between the accused, I don't see anything the court can hold against them. Meeting at a bridge at 2AM is not a crime, and doesn't mean they are avoiding anything other than other people.
perhaps it bears repeating that judges aren't robots and can see someone obviously trying to evade an order and impose sanctions accordingly
oh, the topic totally changed once you moved to a history free chat? got any proof? no? that's too bad, seems the judge'll have to assume the most likely scenario in their judgement
If so, then that would be illegal to do what you are suggesting.
Judges to not take kindly to 'clever' programmer loopholes. If you do that, you are just going to go to jail.
I believe the default is to record, though, no? Presumably disabling recording in that case could be seen as an attempt to circumvent a legal retention hold.