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.In this article, we will discuss how to write a formal letter to a judge, along with the proper format and a sample letter. 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. A character letter plays a dual role. How should you start a leniency letter? Sample Letter of Support - Example 1. Date. Name. Address. Dear Clerk: I am incarcerated and do not have an attorney to assist me with this paperwork. I am asking for your assistance with these documents.