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A little about Leonard Willis 

Leonard (Willis) Willis Jr's passion for drawing was born out of his love for semi tractor trailers. Pulled out of school at the fifth grade, his dad made him work like a grown man, introducing Willis to heavy machinery. But as he grew older, having his youth spent at hard labor—stifling his creative nature—brought emotional pain which led to drugs. Addiction led to crime.

In prison, bored, and missing the freedom that big rigs offered him over the open road, he looked deep inside himself, pouring out his heart, drawing semi trucks from pictures and memory—envisioning a new future. Feelings and encouragement from fellow inmates revealed natural talent, and Willis wanted more, so he taught himself to draw portraits of famous people. "Great love", Leonardo da Vinci said, "is born from great knowledge of the thing loved". For Willis, a love of drawing was born.

In federal prison for bank robbery, he'd learned that his prison job painting would pay more for him if he earned a GED. Wanting more money for art supplies, he studied and passed the high school equivalency test, graduating in a cap and gown ceremony.

Knowing that if he got into any trouble, the prison guards would take his art supplies, he adhered to all the prison rules. His love and talent for drawing grew, changing his beliefs, himself, others, and the world.

Now he's driven to use art as a way to enliven and make better the lives of others.

Art saved Willis’s life. In prison it set him free. Drawing daily, and doing it for its own sake, he is excited for the future.

Questions, comments, or inquiries into custom commissions, should be directed Willis's gallery rep, Intern Zachary at:


Reach out to Willis directly to commission him for a custom drawing. Simply mail a high resolution photo(s) of the people or image you'd like him draw. Send to: 

Leonard Willis Jr.
Reg. No. 93856-020
FCI Coleman Med.
P.O. Box 1032
Coleman, FL 33521-103

Note: Provide a phone number and Willis will contact you right away to work out specifications. 

#011 "1937 Dodge Pickup" Original work SOLD  $450
#011 "1937 Dodge Pickup" Original work SOLD $450
Limited prints still available, starting at $51.00
#013 "Lighthouse" Original work SOLD $400
#013 "Lighthouse" Original work SOLD $400
Limited prints still available, starting at $51.00
#014 Baby owls Original work sold $475
#014 Baby owls Original work sold $475
Limited prints still available, starting at $51.00
#018 "Barn owls" Original work SOLD  $450
#018 "Barn owls" Original work SOLD $450
Limited prints still available, starting at $51.00
Limited prints still available, starting at $51.00