Introducing
May Diddy
is on a mission to inspire, educate, and uplift communities across Minnesota and beyond. Through her Community Service Initiative, Young, Sober, and Thriving, she raises awareness about addiction prevention while empowering young people with the tools to navigate their emotions and build resilience.
Educate, Advocate, Inspire
Young, Sober, and Thriving
A movement dedicated to raising awareness about substance misuse and addiction prevention in young people, Young, Sober, and Thriving works to equip youth with the knowledge and tools they need to make healthy choices. Through school presentations, community outreach, and media engagement, May Diddy shares her personal journey and provides resources to help youth build resilience and strong coping skills. She partners with The Lion House, a sober living home, to further extend support to individuals in recovery and connect them with valuable resources. By fostering open conversations and offering support, she empowers young people to make informed decisions and create a future free from addiction.
Brighter Days with Sunny: A Feelings Book
May Diddy brings her puppet friend, Sunny, to elementary schools and preschools to teach children about emotional regulation and healthy coping skills. Through interactive skits, songs, and a reading of Brighter Days with Sunny: A Feelings Book—which she wrote—May helps kids learn to identify and express their emotions in a fun and engaging way. Her presentations are designed to foster self-efficacy, an essential factor in preventing future substance misuse. She plans to expand this initiative into a YouTube Kids channel, bringing Sunny’s lessons to an even wider audience.
Join The Legacy
The Miss America Opportunity is more than a competition—it’s a chance to earn scholarships, develop leadership skills, and amplify your impact. Whether you're passionate about service, talent, or personal growth, this program empowers young women to achieve their goals. "I chose to compete to expand the reach of my community service initiative and pay for higher education—Miss America provides the platform to do both," says May Diddy, Miss Waseca County Sleigh & Cutter. Take the leap, share your story, and become part of a sisterhood that changes lives.
Sleigh and Cutter Festival
75th Annual Sleigh and Cutter Festival and Parade
The Sleigh and Cutter Festival is a beloved annual tradition in Waseca, Minnesota, celebrating the beauty of winter with horse-drawn sleighs, historic reenactments, and festive community events. As one of the state’s longest-running winter festivals, it brings together families, businesses, and visitors to experience the charm of a classic Minnesota winter. In addition to its rich history and vibrant celebrations, the Sleigh and Cutter Festival proudly serves as the sponsor for the Miss Waseca County Sleigh & Cutter competition, a local preliminary to Miss Minnesota. This partnership not only highlights the festival’s commitment to tradition and community but also provides young women with scholarship opportunities, leadership development, and a platform to make a lasting impact. Through this sponsorship, the festival plays a vital role in empowering future leaders while preserving the spirit of Waseca’s cherished winter celebration.
Pictured is May Diddy with Ken Borgmann, current President of the Sleigh and Cutter Association