AI Only Knows the Past: Anya Cheng on Unique Data, Fashion, and Building Taelor

About this episode

After graduating into the 2008 financial crisis, Anya Cheng could not find a job - so she studied a company's customers, proposed a new business line, and positioned herself to build it. Years later, after leadership roles connected to Sears, Target, McDonald's, eBay, and Meta, she founded Taelor: an AI- assisted menswear rental and styling service. Anya joins CJ Moneyway to explain why AI only knows the past, how unique data becomes a competitive moat, why human stylists still matter, and why trust begins by helping first.