Caitlin Winner smiling in her studio in front of her large narrative paintings.

Caitlin Winner

I combine photographs, sketches and art historical references to build large-scale narrative paintings about the people and places in my life.

When I’m not painting, I teach other painters the process I developed to invent, compose, and scale ambitious paintings of their own.

Selected Work

How I Work

My paintings usually begin with photographs of the people and places in my life. I look to art history for symbolism, patterns, inspiration, and to see how other painters have solved similar problems.

Grid of reference photographs showing people playing with bubbles on a dock, swimming, and floating in a blue inflatable boat on a pond beside a small building.

I take dozens, sometimes hundreds, of photographs, then cut them apart and recombine them in Photoshop to build a scene that contains more than a single snapshot. I make small painted studies to test color and see if I’m excited enough about the composition to keep going.

The Jolly Flatboatmen 1846  George Caleb Bingham

I use a projector to determine the final scale and begin painting freehand. I bring in my Drawing Guide later, when I want more structure and specificity. As the painting develops, I try to exercise restraint: how much information can I leave out? I’m always looking for the simplest, most poetic version of a color or shape.

Digital collage of overlapping reference photographs showing adults and children playing with bubbles on a dock and swimming beside a blue inflatable boat.
Partially painted study layered over a reference photograph of a child in a pink swimsuit sitting in a blue inflatable boat on a pond.

Study With Me

The Narrative Painting Method returns Spring 2027

Once a year in the spring I teach a live course for painters who want to invent, compose, and scale ambitious narrative paintings from their own photographs.

Free for Painters

Caitlin Winner’s “How to Make a Drawing Guide”. Bright pink outlines trace a child and bubbles over a painted scene.

The Drawing Guide is a tool I developed to help correct my drawing after the original transfer lines have been painted over. I use it whenever something feels off and I need to see what to do next.