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Samantha Hamilton never set out to build a large business. In 2015, tucked away in a tiny Los Angeles apartment, her focus was simply to get her feet wet in the world of entrepreneurship. Armed with a background in fashion, Samantha sketched and sewed a whimsical, costume-inspired running skirt—complete with her soon-to-be-signature “Butt Bow.” This wasn’t some grand market study—it was an experiment. With help from her mom for the first prototype, she wore the skirt to a runDisney event, handed out a few business cards, then watched the orders come in. The response was immediate. Runners wanted something unique and fun for race day, and the soon-to-be-named Dottie for Running fit the bill.
As Samantha continued to sew while juggling her day job, Dottie for Running quickly outgrew hobby status. But instead of investing thousands in paid ads, she leaned into the community. Early customers posted photos on Instagram and Facebook, tagging the business and sharing their custom looks to the runDisney crowd. Orders skyrocketed after events, especially as word-of-mouth began circulating in closed running groups and team chats. Community-driven features like themed meetups and the “Team Butt Bow” made the brand more than just a shop, it became a badge of identity for the niche. There wasn’t a marketing department; just Samantha and her loyal early adopters, slowly building something real.
In the ten years that followed, life for Samantha changed drastically. She got married, became a military spouse, lived abroad, and had three children. Moving between countries and juggling motherhood with business operations meant late nights, timezone headaches, and more coffee than she would admit. Yet, Dottie for Running didn’t slow. Manufacturing shifted from her living room to a national network of seamstresses. At times, international shipping and event appearances had to be scaled back, but Samantha always kept the community informed. When COVID-19 hit and runDisney races paused, she downsized. But the moment races returned, the brand saw a 300% year-over-year sales jump—proving that customer loyalty ran deep.
By year ten, it was clear: demand outpaced what a part-time founder could provide. Samantha was still in control, but with three kids and frequent moves, she couldn’t attend in-person events or handle international shipments like before. She scaled back out of necessity, prioritizing family over expansion. The business stayed profitable, but she was reaching burnout. It wasn’t about growth for growth’s sake—she wanted the community and brand to thrive, but recognized her limits. The answer became clear: it was time to sell. But she wasn’t willing to just hand it over to a faceless investor. The business meant too much for that.
After advice from friends, Samantha listed Dottie for Running on Flippa and was paired with broker Maliha Hasan. Instead of chasing volume or the highest bidder, she and Maliha focused on finding a buyer who understood the brand’s story and the running community’s quirks. “You don’t need hundreds of buyers, you just need the right one,” Maliha advised. That was the approach, and it paid off. After fielding offers, the ideal buyer emerged—a customer and passionate runDisney runner who had lived the Dottie for Running experience already. The transition was hands-on: the new owner traveled to meet Samantha, picked up inventory in person, and spent hours going through operations. A 90-day transition, detailed training manual, and slow handoff kept fears at bay and ensured the culture would survive the sale.
The deal closed at $120,000, validating the strength of a community-rooted e-commerce brand—even one started for less than $5,000. The new owner quickly set to work: exploring small-batch production for higher volume runs, planning in-person pop-ups, and expanding the in-stock program (something Samantha never had the margin to tackle). Customer feedback stayed positive. The business kept its “handmade feel,” but scaled smarter. Transitioning out, Samantha focused on her family but stayed available for questions. The brand she grew from scratch was in good hands and ready for a new chapter.
Dottie for Running’s journey shows that you don’t need a massive budget, Silicon Valley connections, or global supply chains to build a loved and profitable brand. Focused niche, authentic story, and treating every customer as a VIP can turn a side hustle into a legacy and a rewarding exit. Just start, adjust as you grow, and don’t be afraid of a new chapter when your time comes.
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