Inside Podcasting: This Week in Startups podcast, Jason Calacanis

Podcast Notes Key Takeaways

• Persuasion, discipline, and drive is a WICKED combination
• “I love founders. I love these people; I love entrepreneurs… Boy do they solve a lot of problems and make humanity better, and the state of humanity has NEVER been better.”
  • Even the most impoverished people today are better off than middle class/wealthy people were ~100 years ago
• Jason’s podcast player of choice: Overcast
  • “Spotify and Overcast are the two best”
• Jason’s favorite podcasts:
  • Against the Rules with Michael Lewis
  • “If you’re on the left, you should listen to Ben Shapiro; if you’re on the right, you should listen to Rachel Maddow’s podcast“
  • Jason was a huge fan of Missing Richard Simmons and is bummed at its cancellation
  • CAFE Insider
  • The Kevin Rose Show 
  • The Moment with Brain Koppelman 
  • The Naval Podcast 
  • Making Sense with Sam Harris 
  • Recode Media with Peter Kafka
  • Reliable Sources with Brian Stelter
  • The Tim Ferriss Show
  • Under the Skin with Russel Brand

In this episode, Skye interviews entrepreneur and angel investor Jason Calacanis. Jason, who is Skye's boss, also hosts two podcasts, This Week in Startups and Angel. Before this interview was recorded, Jason told Skye she could ask him anything — and she took him up on that. The pair discuss: 

• Jason's rollercoaster childhood;
• What drove him to get out of Brooklyn;
• The wild ups and downs of his entrepreneurial career;
• How he got into podcasting;
• Why a network TV show featuring Jason was axed;
• Why Skye thinks Jason is just a teensy bit Trumpian;
• His favorite podasts.

Watch Jason practice Taekwondo as a wee young man here. 

And get in touch:

Host Skye Pillsbury on Twitter @skyepillsbury

Guest Jason Calacanis on Twitter @Jason

Subscribe to the Inside Podcasting newsletter here (it's free!) and discover Inside.com's network of newsletters here.