Info

The Learning Leader Show With Ryan Hawk

As Kobe Bryant once said, “There is power in understanding the journey of others to help create your own.” That’s why the Learning Leader Show exists—to get together and understand the journeys of successful leaders, so that we can better understand our own. This show is full of stories told by world-class leaders. Personal stories of successes, failures, and lessons learned along the way. Our guests come from diverse backgrounds—some are best-selling authors, others are genius entrepreneurs, and one even made a million dollars wearing t-shirts for a year. My role in this endeavor is to talk to the smartest, most creative, always-learning leaders in the world so that we can learn from them as we each create our own journeys.
RSS Feed
The Learning Leader Show With Ryan Hawk
2017
September
August
July
June
May
April
March
February
January


2016
December
November
October
September
August
July
June
May
April
March
February
January


2015
December
November
October
September
August
July
June
May
April


All Episodes
Archives
Now displaying: Page 1
Jul 16, 2017

Episode 214: Jason Calacanis - How To Turn $100,000 Into $100,000,000 (Angel Investing)

Jason Calacanis is a technology entrepreneur and an angel investor. The founder of a series of conferences that bring entrepreneurs together with potentials investors, he was a scout for top-tier Silicon Valley venture capital firm Sequoia Capital and frequently appears in the media. He is the author of a new book, Angel: How To Invest In Technology Startups - Timeless Advice From An Angel Investor Who Turned $100,000 into $100,000,000.

Episode 214: Jason Calacanis - How To Turn $100,000 Into $100,000,000 (Angel Investing)

Subscribe on iTunes  or Stitcher Radio

The Learning Leader Show

"I don't need to know if your product will succeed.  I need to know if you will succeed."

Show Notes:

  • Sustained Excellence/Key Traits in the greatest Founders
    • Craftsmanship -- Making something, having attention to detail, understanding the why
    • Passion
    • Intentionality
    • Thoughtful - Do they know why they do what they do
  • As an investor, you need to ask short questions
    • "Small Mouth, Big Ears" -- LISTEN. Let the founder talk
  • Are they a missionary or a mercenary? Need to know
    • Why are they doing this?
    • They need to understand that it is really hard
  • Self awareness is a must -- Jason knows that he is a compulsive gambler. He has a risk taking approach. He likes having an edge.
    • But he also has "tilt control." He knows when to lay down a big hand (poker speak for when you have a big hand but still know it's not enough)
    • You need to know who you are and what you enjoy
  • "I love being the guy cutting a check for a founder that nobody else believes in"
    • "I win about once in every 40 investments. I was a poor kid from Brooklyn and now I'm extremely wealthy"
  • "I found a casino called Silicon Valley"
  • "There are a lot of really dumb people who are fabulously wealthy in Silicon Valley"
  • "Investing in this market is like being dealt the Ace of Spades"
  • Winning big poker hands against Daniel Negreanu and Phil Hellmuth
  • Jason covered Travis Kalanick while he was at Scour
  • When Travis showed him Uber, Jason immediately said, "Can I invest?"
  • Were some of the qualities that led to Travis and Uber's success also what led to the problems?
    • He has a fighter mentality. That's why he's been so successful. It's a fair question to ask if that's what has led to these problems as well...
    • Sometimes you have to take a step back and analyze what's happening
    • Getting from A to B, you need to fight.  Going from B to C, you need empathy
  • How do you get paid as an Angel Investor?
    • Go public -- IPO
    • Secondary Shares -- Company buys back shares from early investors (this happened for Jason with Facebook)
    • Company is bought -- WhatsApp, Oculus, Instagram -- Get cash/stock
  • Investing practices
    • How much of your bankroll do you put in play?
    • Build a network -- Technology is the future
  • Ways that everyone can invest
    • Syndicates
    • Angel List
    • Seed Invest

Social Media:

More Learning:

Episode 078: Kat Cole – From Hooters Waitress To President of Cinnabon

Episode 071: NateBoyer - Green Beret, Texas Football, The NFL

Episode 179: How To Sustain Excellence - The Best Answers From 178 Questions

Episode 107: Simon Sinek – Leadership: It Starts With Why

Episode edited by the great J Scott Donnell

The Learning Leader Show is supported by Rhone.  Use the code "Leader" for 15% off.  Rhone... premium activewear engineered with principle, performance and progress for the modern man.  Rhone builds clothing around 3 main tenants: Cutting-edge Performance, Premium Comfort, and Simplistic Style.

 

0 Comments