I don't see any logic in Nick's behavior at all.
Fucking with Kurt, Sean, Nate and doing all that while trying to stream an ongoing court case.
I recently updated a friend on the Supertips system and this issue. Her response was great.
"Oh, yeah, and that's always worked. Fucking around with a bunch of lawyers with a sketchy, janky AI system that's not been legally tested by a guy on probation."
The irony is that the Supertips system
could work, and it can be very, very funny. Whoever is writing all those Ronnie O'Neal Supertips on Nick's stream is hilarious. He/she is far funnier than Nick will ever be.
Alphabet/YT should replicate it with a proper TOS. IANAL, but I imagine that would involve a combination of: flashing words on-screen that say 'This is AI parody!', permission from those being parodied, a proper cut to the platform hosting and/or those being parodied, etc.
Sorry for the dumb question but as I understand it if he fails probation he goes to jail for 28 days. What happens if he does so and gets out and fails again? More jail time?
Not a dumb question. The answer is twofold.
1) What
@Strix454 said, and the AI answer is accurate. It jives with my deep dives into MN law and Reddit (r/probation) in which people discuss it.

2) Problem: It's a pretty opaque system. The questions must be asked,
- How are POs incentivized?'
- Does the system want to go through the headache of doing any of these things if Nick violates his probation?
Kandiyohi County freely publishes its stats, which are compatible with most people on probation throughout the state.
For those on probation for 4 years (no stats for 5 years), the "success" rate is about 70%. It's a little unclear what happens to the 30% who fail.
For Nick, I could go both ways on the matter.
- On one hand they might be more vigilant and strict because he's pissed off virtually everyone in the County and has 5 kids.
- On the other hand, he's a litigious little fuck with a trust fund and no one wants the headache.