Raymond Joiner, a 41-year-old artist and reentry writer from Brooklyn, New York, radiates ambition and positivity from within prison walls. Upon discovering Humans of San Quentin, he felt his heart “smile,” grateful to see people helping incarcerated individuals connect with the outside world. Raymond is a professional artist known for his intricate hand-drawn handkerchiefs made entirely with ink and colored pencils—pieces valued between $1,000 and $1,000,000 online. Beyond his art, Raymond writes reentry guides, designs sneakers, sings, and raps. He also shares practical knowledge about rebuilding credit through authorized user tradelines, hoping to empower others toward financial stability upon release. His story reflects creativity, resilience, and a drive to inspire others to rebuild their lives with integrity and purpose.
These stories arrive by mail.
Every month we send one, handwritten, to your mailbox.














