E603 - The Period Brand That Won $1.5M in Pitch Contests

Dana Roberts spent years watching fifth-grade girls panic through their first periods with ill-fitting products and no preparation. The period care aisle hadn't changed in decades. Same brands. Same sizing that was never designed for a 10-year-old's body. When she pitched the idea to her god-sister, Dr. Monica Williams, she got a polite brush-off. Years later, Monica's own daughter started showing signs of puberty, and suddenly the problem wasn't theoretical anymore.

What followed was a brutal education in bootstrapping: churning through agencies, surviving iOS 14.5, and funding an entire company through pitch competitions because traditional VCs wouldn't write...