By night, James Hamilton keeps residents at The Outlook at Windhaven (OAW) safe in his role as an overnight security guard for the community. Since joining the team in August of 2024, he has become a dependable presence to many, conducting nightly property patrols, checking that gates and access doors are secure and making routine inspections throughout the main building. Beyond his professional role at OAW, James is a talented artist with an incredible gift for drawing portraits. He enjoys sharing his artwork with others and some may even recognize a few familiar OAW faces featured in his sketches. Read about this gifted teammate below.
What do you like best about working at OAW?
The best part about working at OAW is the people. I always find myself smiling. Everyone I’ve encountered from residents to teammates and managers, has been more than nice to me.
When did you realize you had a talent for creating art?
I was a young when I realized I had the ability to draw. As a child, I used to watch my father draw. I would take his drawing pad and try my best to mimic what he was drawing.
Do you have a favorite medium to work with (pencil, charcoal, paint)?
My favorite medium to work with is pencil because I have the best control with them. Lately, I’ve used soft pastels along with pencils for my portraits.
How long have you been drawing portraits?
I’ve been drawing portraits for about 20 years. Although it has taken a lot of time and practice to develop, I still feel I need about 20 more years of practice.
Do you have a favorite piece you’ve created? What made it meaningful to you?
I drew a picture of my father about seven years ago. I struggled through the drawing because of the sadness I still feel from losing him. Since then, I’ve gotten much better at drawing portraits, and I tell myself all the time that I need to redraw my father’s portrait but it’s difficult for me. So, I hold on tightly to the one of him I was able to complete.
Has working with residents or teammates inspired your artwork?
Yes, I see the residents walking their dogs every morning and since I wanted more practice drawing animals, I started sketching the animals I pet here daily. Plus, it’s heartwarming to see residents smile at my artwork.
What reactions do you usually get when teammates or residents see your work?
I always receive a great reaction from them, even though I believe I can do much better.
If someone is interested in commissioning a portrait from you, is that something you offer?
I provide commissioned work and have much of my artwork posted on social media including Facebook, Instagram and TikTok.
By Amee McGough
