@WarnerCrocker It is more likely that Trump will see jail time from contempt of court than from the charges. This is because it is typical for these charges that someone who is a 1st time offender to not see jail time. This is the result from Trump not being prosecuted in the past.
The judge understands that $1,000 incident doesn't mean much to Trump. There is possible jail time per gag order violation and alternatives, such as someone have to review every social media post before Trump posts.