Mill, 26, has been on probation since his 2009 parole after spending six months in jail for a 2008 drug-dealing and gun possession conviction.
Since then, Mill rose to prominence as a national rap star, and repeatedly failed to report all of his travels to probation officer Treas Underwood. Some of his social media messages led fans to post threats to the judge, Underwood and Assistant District Attorney Noel DeSantis.
"He has to watch what he puts on social media. It can affect his freedom," DeSantis said during Saturday's hearing.
Mill said that when he gets offered club appearances on short notice, he has no way of contacting his probation officer on weekends. "You just gonna miss money all day," Mill said.
"That's the consequences of being on probation," DeSantis countered.
Brinkley approved Mill's travel schedule through September 27, including summer plans to record an album in New York, perform in the Dominican Republic and make stops in Miami, Atlanta and Baltimore.
Brinkley gave Mill until August 4 to complete the etiquette class, saying he needs it based on how he speaks in court, how he acts outside of court and what he posts to social media. She said the etiquette classes would give him a "big-picture perspective" on how he should behave both personally and professionally.