On the Wing: A Sketchbook Project

A non profit organization that provides sketchbooks and pens/pencils to homeless/at-risk individuals who are invited to fill the sketchbook with anything they want -- drawings, notes, stories


ON THE WING'S first exhibition and fund raiser was Friday, May 10, 2019 at Portrait Society Gallery.  More than 150 sketchbooks were on display and for sale!


In 2017, Portrait Society Gallery initiated a project to support adult populations who may not have access to art resources. Every Tuesday at the House of Peace in Milwaukee participants gather to draw in sketchbooks. When the books are finished, On the Wing purchases them for $50.

The name “On the Wing” comes from the idea that working in a sketchbook provides a departure or flight from daily stresses and distractions. The creative process absorbs our attention, letting us travel freely into zones of experimentation. Sharing this practice at a table with others fosters a special sense of exchange.

A sketchbook, by nature, does not demand perfection. It offers a continuous, opened hearted invitation to create an ideal world or find visual definition for a less-than-ideal world.


The project gives voice and visibility to an often disempowered, isolated population. 

On the Wing is a non-profit organization partnered with the veteran's theater group Feast of Crispian. 

Please consider making a donation!

All of the money raised goes toward purchasing sketchbooks, pens/pencils and paint sets, arranging collaborative relationships with shelters and other non-profits who serve diverse populations, running a class at House of Peace, administering and promoting the project, and funding the purchase of the finished sketchbooks. 

-A $10 donation purchases a sketchbook.
-A $20 donation purchases sketchbook and pen set.
-A $50 donation pays one participant for their sketchbook. 
-A $100 donation completes the full cycle of one sketchbook. 
-More than $100 says "YES!" Make this happen. 'Great idea to integrate the art world and marginalized homeless populations in a shared endeavor to tap the power of authorship and invention.' Sometimes, the most simple gesture, like signing your name, underscores a sense of self. Think what a whole sketchbook might do!

Thank you so much for your support! 


Historic Third Ward

207 E. Buffalo St. Ste. 526

Milwaukee, WI 53202

© 2020 Portrait Society Gallery​





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