Character Letters for Federal Sentencing: Specific Observations Matter
Direct answer: Ask writers for truthful firsthand observations, a clear description of their relationship and specific examples they can support. A character letter should not minimize the offense, repeat a shared script or guarantee a future outcome.
Move beyond a list of positive traits
Joseph’s publications question the usefulness of generic praise. Calling someone generous or hardworking gives little information about how the writer knows that. A concrete observation, placed in its actual time period, is more informative than a string of favorable adjectives.
Preserve each writer’s distinct perspective
An employer, relative and community supervisor may know different parts of a person’s life. Their letters should reflect those differences. Do not rewrite them all into the same voice or ask someone to describe conduct they did not observe. Counsel can advise on relevance and the appropriate context.
Avoid using letters to contest facts indirectly
A writer may not know the case record and should not declare that no one was harmed or that allegations are false based only on personal affection. Concerns about the legal case belong with counsel. The letter’s role is to provide supported information within the writer’s knowledge.
Preparation checklist
- Relationship and length of acquaintance.
- Specific event or behavior personally observed.
- Approximate or exact date, accurately labeled.
- What the writer can and cannot know.
- Review and submission instructions from counsel.
Should I send writers a finished letter to sign?
Avoid turning independent feedback into a shared script. Writers should use their own truthful observations, with counsel guiding the submission process.
Published analysis behind this resource
This resource adapts preparation principles from Joseph’s published analysis. Publication does not imply publisher endorsement of Sentencing Advocacy Group.
Continue with the related SAG guide, explore the published work, or read Client Results & Experiences.
Discuss the next preparation step
Joseph De Gregorio has been retained in more than 500 federal cases. Contact Sentencing Advocacy Group to discuss preparation alongside defense counsel.