Carrot Ranch is an international online literary community dedicated to writing prompted 99-word stories every week. Developed in 2014, creator and lead buckaroo, Charli Mills, has published weekly digital collections, providing a global voice for creative writers. Each collection connects ideas, perspectives, and creative expression on a single topic or theme like literary anthropology. During the pandemic, a diverse group of writers wrote columns at Carrot Ranch to address the writer’s journey and influences. In 2022, columns shifted to focus on craft and inclusion. Headquartered on the Keweenaw Peninsula, Carrot Ranch acknowledges Ojibwa traditional and modern homelands, amplifying the works of local Indigenous authors, poets, and storytellers. Local writers can take immersive nature, historical, or craft workshops during the summer and fall months at various UP locations. Starting in 2023, the organization will launch a Writer’s Rustic Residency to introduce non-UP writers to the great UP outdoors with remote writing and community engagement. As an online hub for literary outreach, the Carrot Ranch community joyfully expresses its diversity of age, place, genders, peoples, and creative writing to welcome others to write 99-words at a time. Carrot Ranch wrangles creative writing with those who dare greatly.