Starcast Join the waitlist
The CJ Moneyway Show

The CJ Moneyway Show

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

Sep 16, 2026 · 43m

Coming soon to iPhone. Already have it? “Listen in Starcast” takes you straight there.

On this episode

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.