Prison Professors

Module 2

Planning Your Campaign

A successful character reference campaign doesn't happen by accident. Judges can easily see whether a defendant invested time and thought into gathering letters—or if it was thrown together at the last minute. Planning your campaign early not only improves the quality of letters but also shows the Court that you're serious about accountability and preparation.

Module Resources

Learning Objectives

Start Early

Understand why timing matters and how early planning leads to stronger letters

Build Support

Learn to identify and engage a diverse range of supporters

Diverse Perspectives

Gather letters that show different aspects of your character

Clear Communication

Guide your supporters with clear, respectful instructions

Key Concepts

Start Early, Finish Strong

  • Waiting until a week before sentencing leads to rushed, generic letters
  • Starting early (ideally at plea stage) allows time for thoughtful, detailed submissions
  • Judges often recognize when a defendant has put in genuine work over time

Build a Broad Support Base

  • Strong campaigns include a variety of voices: family, friends, mentors, employers, colleagues, faith leaders, neighbors, teachers, and community members
  • Letters from people outside your immediate family often carry more credibility, because they show your reach and influence in the community

Diversity of Perspectives

  • Each supporter should share a different angle: your work ethic, your parenting, your service, your recovery, your faith, or your mentorship
  • The more diverse the perspectives, the more complete the picture of your life

Be Clear, Respectful, and Direct in Requests

  • Some people may not know what a character letter should include—it's your responsibility to guide them
  • Avoid begging or pressuring; instead, explain the purpose, provide instructions, and give them time

Steps to Plan Your Campaign

1

Make a Master List

  • Write down every person who has seen your positive qualities
  • Think beyond family: colleagues, coaches, community leaders, mentors, or even people you've helped informally
2

Prioritize and Categorize

  • Rank your list by strength of relationship and credibility
  • Categorize by themes: family, work, community, service, mentorship, faith, etc.
3

Create a Timeline

  • Week 1–2: Identify and reach out to potential writers
  • Week 3–5: Provide instructions, answer questions, and start collecting drafts
  • Week 6–8: Review drafts with counsel, follow up on missing letters
  • Week 9–10: Organize and finalize packet for submission
4

Communicate Clearly

  • Provide writers with a short guidance sheet: what to include, how to format, where to send
  • Encourage them to write from the heart—specific stories, not general praise

Key Takeaways

  • Planning is the difference between a weak letter file and a compelling campaign
  • By starting early, diversifying your support, and guiding your writers, you'll ensure your sentencing judge has a clear, authentic picture of your true character

Reflection Journal Prompts

1
Who are the five most credible people in your life who could speak to your character?
2
What unique stories can each of them tell that would help a judge understand you more fully?

Worksheet: Building Your Outreach Plan

Fill out the following table:

NameRelationshipTheme/StoryContactedStatus
Pastor SmithFaith LeaderMy work with youth groupNPending
Maria LopezEmployerMy reliability and leadershipNPending
Aunt SharonFamilyHow I cared for my fatherNPending
Mr. PatelNeighborHelp with community gardenNPending