Caldwell’s work utilizes a variety of methods and mediums to explore the intimacy and fragility of human relationships. She explores the cross sections of her life, her family history, and that of strangers – often repurposing 3-D items as a container for new 2-D storytelling. She mixes traditional drawing and painting with freeform stitching, encaustic collage, image transfers, and found objects. Her work is made with a thoughtfulness towards transparency and vulnerability, frequently incorporating themes of femininity with traditional women’s crafts like quilting, sewing, etc. She is constantly learning new crafts, unopposed to creating a naivety within her body of work. Caldwell is deeply inspired by Southern folk culture, antiques, family memorabilia, and vintage children’s illustrations.