Startup Gold

Why Great Entrepreneurs Should Optimize for Rejection

Chris Jaeb, founder of, teaches entrepreneurs how to be more efficient

Aaron Dinin, PhD
3 min readSep 7, 2021


Photo by Isaiah Rustad on Unsplash

Welcome to the first installment of Startup Gold! In this series, I’ll be sharing “gold nuggets” of startup wisdom I’ve personally recorded during interviews for my podcast series, Web Masters. The entrepreneurs I interview have sold their companies for millions or billions of dollars. During our conversations, they often share valuable “nuggets” of startup wisdom that don’t fit into the theme of the episode and get left on the cutting room floor. Rather than trash that great advice, I collect their “gold nuggets” and share them here. Enjoy!

Gold Nugget #1:

“My goal was to drive everyone to a no. The quicker I could get people to say no, the sooner I could call the next person. Every time I got to a no, I was getting closer to getting a yes.”

— Chris Jaeb @

Who said it:

Chris Jaeb originally founded the company that became, which is the company Mark Cuban…



Aaron Dinin, PhD

I teach entrepreneurship at Duke. Software Engineer. PhD in English. I write about the mistakes entrepreneurs make since I’ve made plenty. More @