Customer: I need a sample letter asking a judge for probation at my son's readiness hearing (he's 20 years old). The letters are best when they come from the heart, but here are some suggestions of topics that you may want to address.I am writing this letter on behalf of a former student of mine who is presently before you on criminal charges and is due to be sentenced shortly. Writing a character letter for a judge can be a daunting task. Here are nine essential tips for writing an effective sentencing letter. I am not just looking to write a letter or motion to the judge, unless that is all I can do. In April of 1993, Gloria Dunleavy was hired as a part-time misdemeanor probation officer for Hennepin County. Ms. Dunleavy was initially hired to fill in at the. In January 2020, the Juvenile Probation Division of Hennepin County's Department of Community.