A Hawaiian shirt might be the last thing you’d expect to spark a movement, but that’s exactly what’s happening at 21 Pineapples — a vibrant, purpose-driven brand founded by 22-year-old Nate Simon. The Special Olympics gold medalist, entrepreneur, and self-described “all-around legend” is on a mission to spread love, laughter, and his signature motto: “Be a good human.”
Nate, who has Down syndrome, launched 21 Pineapples with his mother, Holly, from their kitchen table. Holly, a longtime advocate, author, and humanitarian, says the idea grew from wanting to channel the joy Nate naturally shares with the world into something bigger. “I just knew we had to do something bigger with the love Nate shares so freely,” she explains.
From its grassroots beginnings, the brand has attracted a devoted following and national media attention, with features on Fox and Friends and celebrity fans including Creed’s Mark Tremonti and country artist Tyler Booth. Each 21 Pineapples shirt is bold, colorful, and full of personality — much like its founder — but the mission extends far beyond fashion.
The goal is to change outdated perceptions about people with disabilities and promote inclusion and entrepreneurship. For Nate and Holly, it’s about showing that individuals with Down syndrome can lead businesses, inspire communities, and break stereotypes.
Beyond their apparel, which includes signature Hawaiian shirts and best-selling “Be a Good Human” designs, 21 Pineapples is building an ambassador program aimed at empowering young adults with disabilities. The initiative will offer opportunities to earn income, gain confidence, and represent a cause they believe in. “The first thing most people assume is that kids like Nate will work as greeters or baggers,” Holly says. “We’re here to show the world that the possibilities are endless.”
The company’s vision blends fun, eye-catching style with a deeply meaningful purpose. Customers are not just buying a shirt; they are wearing a message that celebrates individuality and challenges societal expectations. By making inclusion a central part of its brand identity, 21 Pineapples invites supporters to be part of a movement that values people for who they are — and for the joy and talent they bring to the world.