What’s the Worst Business Decision You Ever Made?

Well, that was a bad idea.
Illustration: Tomi Um for Bloomberg Businessweek

“In my first try at launching a children’s hair-care collection, I wanted to use sophisticated packaging to appeal to moms—a total departure from other kids’ lines. Against everyone’s better judgment, I was dead set on clear bottles. It was impossible to read text on them, and the media couldn’t photograph them. It was a visual nightmare. We had to repackage the collection, which cost $75,000, took 11 months, and led to lost sales. Ten years later, our products are sold at national retailers and look great.”
Cozy Friedman
Creator, SoCozy kids’ hair care

“When I created 9Round, I found myself blinded by dollar signs and signed agreements with anyone. Many franchisees didn’t fit our brand. They lacked the energy to inspire customers; their subpar attitudes drained the franchise. Now I choose charismatic partners who think about the brand long-term.”
Shannon “The Cannon” Hudson
Co-founder and CEO, 9Round kickboxing gyms