Haley Whittaker

A third-generation member of the Whit Acres Farm family, Haley has been immersed in the equestrian world her entire life. She competed in IEA throughout middle and high school and continued riding at the collegiate level with IHSA—earning the title of Reserve Champion in the Novice Division at Nationals. Haley also holds multiple World Titles from the Western Dressage Association of America (WDAA), a testament to her dedication, focus, and passion for the sport.

Off the farm, Haley is the founder of Strataposa Marketing—a bold, creative agency that helps small businesses layer their marketing strategies and let them soar. A Stonehill College graduate with a BSBA in Marketing and a minor in Graphic Design, she combines business expertise with eye-catching visual storytelling to deliver custom solutions in social media management, branding, email marketing, and photography.

When she’s not behind the camera or strategizing content, you’ll likely find Haley at the barn with her horse, Pepperoni, or traveling the world!