chris-sacca-header You know that thing you’ve been thinking about doing? Why Not Now? This show has been created because I believe the world will be a better place if more people ask themselves, “Why Not Now?” Each episode you’ll hear from a professional Why Notter and learn how they answered the question and took action so you can too.

Everyone told Chris he was crazy when he quit his perfect gig at Google, leaving a pile of money behind. He put his first investment on a credit card and trusted his gut all the way to the bank. Twitter, Uber and Instagram are just a few of the gems Chris spotted before they were on everyone’s radar. How did he do it? Why did he do it? He shares some of his gold in this episode.


Show Notes:
  • Chris Sacca’s ultimate Why Not Now? moment. How he navigated through a huge change.
  • How Chris Sacca feels about Mark Cuban. Funny stories about them being in public together.
  • Why Chris decided to quit his perfect gig at Google.
  • Interesting concept of “Internal Resumes” at Google.
  • The correlation between keeping a lean team, lifestyle and the ability to live a Why Not Now? life.
  • “As the company gets bigger, people start defining themselves by their territory and job title more than their actual contribution and the overall health of the company.”
  • Chris put his first investment on a credit card and trusted his intuition all the way to the bank.
  • Twitter 101 – The product, business and investment. What most people don’t understand.
  • Politics. Is the tech community doing their part?
  • What’s next for Chris? His current Why Not Now? It’s a big one!

Why Not Now? Show Partners:


Why Not Now? show is full of taboo topics. Visit and get 20% off Poo~Pourri with code WHYNOTNOW. This pure blend of essential oils stops bathroom odor before it begins.


Thank you for the groovy show tunes Rock Salt Music and John Coggins!

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