Cover image of Jason Calacanis

Jason Calacanis Podcasts

Read more

42 of The Best Podcast Episodes for Jason Calacanis. A collection of podcasts episodes with or about Jason Calacanis, often where they are interviewed.

Read more

42 of The Best Podcast Episodes for Jason Calacanis. A collection of podcasts episodes with or about Jason Calacanis, often where they are interviewed.

Updated daily with the latest episodes

Episode artwork

The Internet is Underrated | 2010 Interview with Jason Calacanis

Read more

Today’s episode is a classic interview that I did back in 2010 with Jason Calacanis on the show “This Week In Startups”. This talk was in promotion of my first book ”Crush It”, and we discuss many of the early opportunities that social networks provide. Enjoy! Let me know what you thought.

Follow Jason Calacanis

Twitter: https://twitter.com/Jason

Instagram: https://www.instagram.com/jason/

Website: https://calacanis.com/

This Interview on Youtube: https://www.youtube.com/watch?v=Lx6OpqDtF20

Tweet Me! @garyvee

Text Me! 212-931-5731

My Newsletter: garyvee.com/newsletter

Oct 10 2020 · 1hr 34mins
Episode artwork

Jason Calacanis - the best startup syndicate investor of all time?

Read more
Join @ArlanWasHere and @Jason as they get into some #realtalk this Sunday afternoon about syndicates, Backstage Crowd, finding 7 unicorns (!!), and the one venture firm who Jason doesn’t get along with.


Send in a voice message: https://anchor.fm/yfm/message
Jul 12 2020 · 1hr 16mins

Similar People

Jason Fried

Ryan Hoover

Ryan Holiday

James Altucher

Mark Cuban

Brad Feld

Sarah Tavel

Adam Grant

Gary Vaynerchuk

Robert Greene

Gabriel Weinberg

Scott Belsky

Eric Ries

Jeff Clavier

Steve Jobs

Episode artwork

320: Jason Calacanis - The World’s Most Successful Angel Investor?

Read more

Jason Calacanis is a technology entrepreneur, angel investor, and the host of the popular podcast, This Week in Startups, and Angel. He boasts one of the top angel investor track records in recent history in Silicon Valley and has written a book to teach others how to replicate his success as well.

This conversation was a little different than normal as we recorded a dual-podcast episode. Rather than argue over who got to interview who, we recorded one two hour episode where we interview each other throughout the episode. We covered everything from Bitcoin to early-stage investing to coronavirus to the recent protests. This episode was a lot of fun to record and hopefully you enjoy it.


The Helium Hotspot is a new product that enables the people, not the telcos, to own and operate a wireless network in their city for Internet of Things devices. You can literally earn crypto for helping to build the network and providing connectivity to Internet of Things devices sending small bits of data. Join the movement and get your Helium Hotspot today with $50 off using the code POMP at helium.com. 


Pomp writes a daily letter to over 50,000 investors about business, technology, and finance. He breaks down complex topics into easy to understand language, while sharing opinions on various aspects of each industry. You can subscribe at https://www.pompletter.com

Jun 23 2020 · 2hr 13mins
Episode artwork

# 4 How to succeed as a Founder | Jason Calacanis - Silicon Valley Investor, Author & Entrepreneur

Read more

This week, I spoke with Silicon Valley's leading Angel Tech Investor & Author,  Jason Calacanis. Jason has invested in companies such as Uber, Calm and Robinhood to name a few. He has founded Angel University Jason's angel Syndicate, Launch Incubators, and Launch Festival both in San Fransisco and Sydney. 

Jason speaks about his transformation from Brooklyn boy to one of San Francisco's leading Angel Investors. In the early days of Jason's plight to entrepreneurship, he faced certain competitors and speaks about how he used his competitive Brooklyn side to overcome his challenges and end up on top. 

Jason explains his decision behind investing in Unicorn company Calm.com, and why he chose to invest when others wouldn't. This delves into the Founders and how one of the Calm Co-founders previous and thought-provoking idea, aided in his journey to start the Calm App. 

In this day and age, there has been an influx in the number of Startups around the world, being an angel investor- Jason skims through thousands to finally land at the startup which possesses that 'GLOW'. Jason describes the particular traits he looks for in a founder before he invests.

We look into what it takes to lead great companies-  how autonomy amongst your employees can be greatly beneficial as well as the importance of founder standards.

 We look into the most re-occuring trait he sees in the ultra successful founder, making a large impact on the world.


Support the show (http://www.techknowledgeables.com)

May 26 2020 · 23mins

Most Popular

Elon Musk

Barack Obama

Bill Gates

LeBron James

Mark Cuban

Michelle Obama

Melinda Gates

Arnold Schwarzenegger

Kevin Hart

Terry Crews

Mike Tyson

Episode artwork

Special Episode: Jason Calacanis

Read more

Want an edge in your business like Jason? Join thousands of other founders, CEOs, VCs, product people and engineers learning in the Acquired Limited Partner program at: http://glow.fm/acquired

We're joined by the one and only Jason Calacanis for this very special episode, wherein we chronicle Jason's journey from a kid porter in the barrooms of Brooklyn to building the largest independent media business in tech, becoming the "3rd or 4th greatest seed investor of all-time" (and the original Sequoia Scout), launching one of the top accelerators in the world, and constructing a one-man empire that may just disrupt the entire capital stack in our industry. We dive into how it all ties together, and where the money and power is shifting in the ever changing sands of Silicon Valley...

For the second half of this extended conversation, join the Acquired LP program at https://glow.fm/acquired/


  • Thanks to Silicon Valley Bank for being our banner sponsor for Adapting and Acquired Season 6. You can learn more about SVB here: https://www.svb.com/impact
  • Thank you as well to Wilson Sonsini - You can learn more about WSGR at: https://www.wsgr.com/
Apr 29 2020 · 1hr 31mins
Episode artwork

#81 Jason Calacanis: Intelligent Risk

Read more

Angel investor Jason Calacanis talks high stakes poker, how to make intelligent investing decisions, how systems enable or forbid, and demystifies the culture of Silicon Valley.

GO PREMIUM: Support the podcast, get ad-free episodes, transcripts, and so much more: https://fs.blog/knowledge-project-premium/

Apr 14 2020 · 1hr 4mins
Episode artwork

Series 8 Episode 1 - Jason Calacanis

Read more
From lockdown in Silicon Valley, legendary startup investor and mentor Jason Calacanis explains how startups operate in pandemic conditions.

Big thanks to our sponsor:

UTS Startups - driving the next generation of entrepreneurs - more at https://startups.uts.edu.au
Apr 06 2020 · 42mins
Episode artwork

#154 - Jason Calacanis - How Does Angel Investing Work?

Read more

Jason Calacanis is an angel investor and podcaster.

I'm constantly hearing stories of how people are making their millions and billions angel investing in Silicon Valley startups, but I have no idea how it all works.

Thankfully I got hold of Jason, who was one of the first investors in Uber, Thumbtack, Calm and many more, to teach us everything there is to know about the industry.

Get Surfshark VPN - https://surfshark.deals/MODERNWISDOM (Enter Promo Code MODERNWISDOM for 83% off & One Extra Month Free)

Extra Stuff:

Follow Jason on Twitter - https://twitter.com/jason

Check out Jason's Company - https://launch.co/

Take a break from alcohol and upgrade your life - https://6monthssober.com/podcast

Check out everything I recommend from books to products - https://www.amazon.co.uk/shop/modernwisdom


Get in touch. Join the discussion with me and other like minded listeners in the episode comments on the MW YouTube Channel or message me...

Instagram: https://www.instagram.com/chriswillx

Twitter: https://www.twitter.com/chriswillx

YouTube: https://www.youtube.com/ModernWisdomPodcast

Email: modernwisdompodcast@gmail.com

Mar 26 2020 · 1hr 15mins
Episode artwork

Extreme Capitalism with Jason Calacanis

Read more
Basecamp co-founder and CTO David Heinemeier Hansson and entrepreneur and angel investor Jason Calacanis debate the gig economy, democratic socialism, and whether the American dream is dead. The conversation in this episode is adapted from a longer interview that can be found in full at This Week in Startups.
Feb 20 2020 · 59mins
Episode artwork

205. Unicorn vs Pegasus, The Softbank Effect, & Impacts of a Recession on VC (Jason Calacanis)

Read more

Jason Calacanis joins Nick to discuss Unicorn vs Pegasus, The Softbank Effect, & Impacts of a Recession on VC. In this episode, we cover:

  • Last time we had you on the show was July 2017. What big things have happened over the past (almost) three years with yourself and Launch?
  • Last time you talked a bit about the "Goldilocks zone"... sort of that post-seed, pre-A round. Is that still the stage getting most focus from you?
  • I read an article where you suggested that SoftBank is changing the way Silicon Valley thinks about going public.
  • What are the biggest positive effects you've seen from the Vision Fund?
  • What about negatives and adverse effects?
  • The volume of startups seems to be ever increasing... Any advice for founders on how to stand out?
  • Lots of people talking about an upcoming recession in 2020. If a recession were to hit, what happens to venture? How do you think it could potentially impact startups as well as investors or VCs?
  • How does your investment strategy change in a recession?
  • Anything founders should should do to prepare for a correction?
  • As part of the fallout from WeWork... I've been hearing a lot of VCs talk about a shift from growth at all costs to a focus on profitability. Are these empty words or are you seeing a material change amongst VCs?
  • Want to get your input on investment and selection...
  • First off, in the book, if memory serves, you suggest angels should focus exclusively on SF-based startups and founders should relocate to SF. We recently committed to a Launch Accelerator company that is not in SF, they're in Chicago. Have your thoughts changed on location?
  • What is a unique requirement or heuristic you use that you don't think other investors consider?
  • What are your biggest red flags or dealbreakers?
  • What are some acceptable risks or issues vs. what's not acceptable?
  • I notice you talking about Pegasus startups (vs. Unicorns). What the heck is a Pegasus?
  • What tips do you have for founders to reach the Unicorn as well as Pegasus status?
  • You also talk about the “Dark Pegasus” can you give us some insight into what that entails and how to avoid these startups as an investor?

To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes.

Also, follow us on twitter @TheFullRatchet for updates and more information.

Feb 12 2020 · 1hr 10mins