Cover image of Angel - hosted by Jason Calacanis
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Business
Technology
Investing

Angel - hosted by Jason Calacanis

Updated about 1 month ago

Business
Technology
Investing
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Jason Calacanis interviews world-class angels & VCs about their investment strategies while pulling back the curtain on how early-stage startups get funded.

Read more

Jason Calacanis interviews world-class angels & VCs about their investment strategies while pulling back the curtain on how early-stage startups get funded.

iTunes Ratings

142 Ratings
Average Ratings
137
2
1
2
0

Awesome Podcast!!!

By Clarisse Gomez - Mar 10 2020
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Jason, host of the Angel podcast, highlight all aspects of Venture Capital, Startup Investing and more in this can’t miss podcast! The host and expert guests offer insightful advice and information that is helpful to anyone that listens!

One of my favorites!

By jakerxrn - Jun 20 2018
Read more
I am not an accredited investor, but if I was I would listen to them all at least twice.

iTunes Ratings

142 Ratings
Average Ratings
137
2
1
2
0

Awesome Podcast!!!

By Clarisse Gomez - Mar 10 2020
Read more
Jason, host of the Angel podcast, highlight all aspects of Venture Capital, Startup Investing and more in this can’t miss podcast! The host and expert guests offer insightful advice and information that is helpful to anyone that listens!

One of my favorites!

By jakerxrn - Jun 20 2018
Read more
I am not an accredited investor, but if I was I would listen to them all at least twice.
Cover image of Angel - hosted by Jason Calacanis

Angel - hosted by Jason Calacanis

Latest release on Apr 10, 2020

The Best Episodes Ranked Using User Listens

Updated by OwlTail about 1 month ago

Rank #1: E20: Ask an Angel! Jason Calacanis & Ed Roman answer questions on startup runway concerns, syndicate hit rates, advising best practices, founder updates, due diligence, pro-rata rights, investment legal structures & more

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Ask an Angel! Jason Calacanis & Ed Roman answer questions on startup runway concerns, syndicate hit rates, advising best practices, founder updates, due diligence, pro-rata rights, investment legal structures & more

Apr 02 2018

1hr

Play

Rank #2: E2: Super angel & syndicate leader Gil Penchina on 20 yrs & 200+ investments, learning the game & making your own rules, which founders to back & avoid, optimizing deal flow, minimizing failure, & enjoying the chaos

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In episode 2 of Jason's new podcast, "Angel," Super Angel & Syndicate Leader Gil Penchina shares secrets from his 20 years investing in 200+ startups, including LinkedIn, PayPal, & Cruise. Gil reveals why he became an angel, which founders & verticals to back (& which to run away from), deal flow strategies, tips for learning the game & making your own rules, how to support founders, & lessons he's learned from his greatest hits ... and failures. Thank you to Audible for sponsoring this podcast.

Sep 18 2017

47mins

Play

Rank #3: E3: Andrea Zurek, XG Ventures (Facebook, Twitter) & angel since 2006, shares startup selection criteria, lessons building Google, ideal terms & valuations, solving hard problems & finding right combination of money, fortitude, discipline

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In "Angel" episode 3, Jason speaks with Andrea Zurek, Founding Partner of XG Ventures ("ex-Googlers"), and angel investor since 2006. Andrea, whose portfolio includes Facebook, Twitter and Box, shares how she picks companies, her ideal terms and valuations, the trouble with TAM and solo founders, deciding when to follow on, how she applies lessons from building Google to help her founders, best advice for accredited and non-accredited investors, insights on increased opportunity for women in investing, portfolio greatest hits & misses, and much more. Thank you to Audible for sponsoring this podcast.

Sep 18 2017

1hr 13mins

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Rank #4: E19: Pete Flint, NFX Managing Partner & Trulia Founder, shares insights from entrepreneurship to investing, criteria for $150m seed fund, supporting persistent founders, company-building & culture, targeting markets ripe for disruption, & the power of dat

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Pete Flint, NFX Managing Partner & Trulia Founder, shares insights from entrepreneurship to investing, criteria for $150m seed fund, supporting persistent founders, company-building & culture, targeting markets ripe for disruption, & the power of data network effects

Mar 25 2018

1hr 17mins

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Rank #5: E4: Angel & syndicate leader Ed Roman on optimizing for outsized outcomes, leaning on gut & market analysis, not learning the wrong lessons, avoiding fraudulent customers, & swinging for fences (only) in SV

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In episode 4 "Angel" podcast Jason talks to angel & syndicate leader Ed Roman. Ed describes his journey from serial entrepreneur in Austin to syndicate angel in Silicon Valley, and shares strategies for optimizing for outsized outcomes, developing the right alchemy gut & market analysis, the biggest mistake investors make, his greatest hits & misses, how to tell when a founder will go 10x, how to know when you're a seasoned investor...and much more. Thanks for Audible for sponsoring this podcast.

Sep 18 2017

53mins

Play

Rank #6: E32: Season 4 Premiere! Sarah Cannon, Partner at Index Ventures, shares insights on investing in the future of work, underrated emerging startup markets, going from the Obama Administration to Venture Capital, increasing upward mobility in America, fixing

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0:01 Jason intros Season 4 of Angel & Index Ventures' Sarah Cannon 3:22 How did working for the Obama administration lead Sarah into Venture Capital? 4:56 Picking a fight with Larry Summers as an intern 15:42 Choosing Harvard's MBA program over Stanford's 18:26 Getting into VC 20:27 Working at CapitalG 24:09 How was the foundation of Index built by Danny Rimer and what is Sarah's role? 31:42 What does Index focus on during a Series A and what is a partner meeting like at Index? 36:31 Thoughts on gig economy work and is there a better way to categorize freelancers and full-time workers in the gig economy? 44:54 Sarah's proposed solution for categorizing gig economy workers 46:36 Jason's thoughts on politicians evolving their views over time 50:15 Ideas to increase upward mobility in America 1:00:35 What was Sarah's first investment? How did it work out? 1:08:42 Founders getting distracted after raising large rounds of funding 1:11:05 Thoughts on emerging international startup markets like India & Australia 1:13:19 Is France an underrated startup market? 1:17:42 What is Sarah most passionate about investing in?

Feb 05 2020

1hr 30mins

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Rank #7: E30: Part 2 Dave Morin of Slow Ventures (250+ investments inc. Slack, Pinterest, Twitter), shares insights on favorite business models & products, backing founders with a tangible sense of inevitability, the rise of two internets, democr

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Part 2 Dave Morin of Slow Ventures (250+ investments inc. Slack, Pinterest, Twitter), shares insights on favorite business models & products, backing founders with a tangible sense of inevitability, the rise of two internets, democratization of passion, & an optimistic future with the advancement of self-care tech

Jun 24 2019

57mins

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Rank #8: E33: Dan Rose, Chairman at Coatue Management is leading a $700M early-stage fund, shares insights on working with Bezos & Zuckerberg during pivotal years at Amazon & Facebook, 100+ angel investments, standout founder traits & more

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0:50 Jason intros Coatue Management's Dan Rose 1:52 Dan takes Jason through getting his internship at Amazon in 1999 and meeting Jeff Bezos 6:55 What was Amazon's core business in 1999? What was it like incubating the Kindle in the mid-2000s? 10:04 How did Bezos grow as a leader and businessman during Dan's tenure at Amazon? 18:21 How does Bezos' ability to turn Amazon around in the eyes of public investors relate to Uber, Lyft and other large & unprofitable companies? How does Bezos inspire so much loyalty? 23:27 What was Amazon's company culture during Dan's tenure? How was AWS developed? 26:08 How did Dan wind up at Facebook as employee ~130? What did he see in a young Mark Zuckerberg? 32:13 Who created the original Facebook News Feed? 35:34 How did they get the ad-network to work at scale? 42:50 Where do Elon, Bezos & Zuckerberg rank in the Pantheon of Entrepreneurs? 44:06 How did the billion-dollar acquisition offer from Yahoo! fall apart? 46:42 Why launching open registration led to the billion-dollar investment by Microsoft 48:30 Insights on the Instagram deal 51:00 How Facebook bounced back from the stock dropping from $31 to $17 shortly after IPO & how Dan's experience at Amazon helped him rally the troops? 58:44 Zuckerberg's response to mistakes 1:03:01 How did Dan wind up at Coatue Management leading a $700M early-stage fund? 1:08:01 What is Coatue's strategy around data science? 1:11:20 Dan had over 100 Angel investments before joining Coatue 1:13:18 What is Coatue's new fund strategy? 1:16:09 How does Dan think of diligence in regards to early-stage companies? 1:20:25 What does Dan want to see in an ideal founder?

Feb 11 2020

1hr 30mins

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Rank #9: E29: Dave Morin of Slow Ventures shares insights from 250+ investments (Slack, Pinterest, Twitter), architecting Facebook & building Path, promoting mental health with Sunrise, combatting the internet's true tax of depression & how founders can get h

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Dave Morin of Slow Ventures shares insights from 250+ investments (Slack, Pinterest, Twitter), architecting Facebook & building Path, promoting mental health with Sunrise, combatting the internet's true tax of depression & how founders can get help - Part 1

Jun 20 2019

46mins

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Rank #10: E14: Satya Patel, Homebrew, on 80+ investments, betting on founders with mission, solving problems over building biz, funding "phases" not stages, portfolio stars, & the critical importance of boards & organizational muscle memory

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Satya Patel, Homebrew, on 80+ investments, betting on founders with mission, solving problems over building biz, funding "phases" not stages, portfolio stars, & the critical importance of boards & organizational muscle memory

Jan 04 2018

1hr 18mins

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Rank #11: E6: Ben Narasin shares his strategy behind 80 portfolio co's (w/ 50% Series A conversions & 3 unicorns), proven thesis on successful startups & founders, & betting on the strength of conviction

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Ben Narasin has a unique view on early-stage investing, quite different than Jason's, and today on "Angel," he shares his proven thesis and dives into a track record that speaks for itself, with over half of his seed companies reaching Series A, and 3 unicorns. Ben explains what he looks for in a startup (teams factors heavily, but not exclusively), the absolute critical characteristic a founder must have to succeed, and executing on the strength of your convictions. Plus, portfolio hits, misses, regrets, and more.

Sep 24 2017

1hr 14mins

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Rank #12: E18: Rob May, investor 45+ co's & founder Talla & Backupify, shares dealbreakers, successful founder patterns, using scar tissue as entrepreneur to be a better angel, creating Talla's ICO & future of bots, blockchain, & crypto

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Rob May, investor 45+ co's & founder Talla & Backupify, shares dealbreakers, successful founder patterns, using scar tissue as entrepreneur to be a better angel, creating Talla's ICO & future of bots, blockchain, & crypto

Feb 18 2018

1hr 9mins

Play

Rank #13: E27: Mamoon Hamid, Partner at Kleiner Perkins & expert early investor (Slack, Box, Intercom) on evolving from growth to venture, lessons from founding & leaving Social Capital, great founder qualities, wisdom of complementary teams, & winning formulas

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Mamoon Hamid, Partner at Kleiner Perkins & expert early investor (Slack, Box, Intercom) on evolving from growth to venture, lessons from founding & leaving Social Capital, great founder qualities, wisdom of complementary teams, & winning formulas

Jun 01 2019

1hr 3mins

Play

Rank #14: E13: Jeff Clavier, Uncork Capital, on pioneering micro VC, lessons from 200+ investments & 5 funds, strategizing at Seed for Series A crunch, risky ICOs, & the hard-won wisdom of always be raising

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Jeff Clavier, Uncork Capital, on pioneering micro VC, lessons from 200+ investments & 5 funds, strategizing at Seed for Series A crunch, risky ICOs, & the hard-won wisdom of always be raising

Dec 23 2017

1hr 16mins

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Rank #15: E15: Arlan Hamilton, Backstage Capital on being a self-taught VC, creating a rocket ship to fund 64+ underrepresented founders in just 2yrs, launching an upcoming studio, & mastering the art of disciplined investing

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Arlan Hamilton, Backstage Capital on being a self-taught VC, creating a rocket ship to fund 64+ underrepresented founders in just 2yrs, launching an upcoming studio, & mastering the art of disciplined investing

Jan 18 2018

53mins

Play

Rank #16: E17: Clara Brenner, Urban Innovation Fund shares insights from ~50 investments focused on solving our biggest challenges, importance of tenacity, momentum, culture to scale & positive communication with investors

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Clara Brenner, Urban Innovation Fund shares insights from ~50 investments focused on solving our biggest challenges, importance of tenacity, momentum, culture to scale & positive communication with investors

Feb 08 2018

1hr 10mins

Play

Rank #17: E9: Ask An Angel! Jason Calacanis & Brian Alvey answer investor questions on picking startups, evaluating founders, due diligence, how syndicates work, deal terms & more

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Ask an Angel! It's a special episode of "Angel," with Jason Calacanis & Brian Alvey (Clipisode, LAUNCH) candidly answer the burning questions of investors and those aspiring to be. Picking startups, evaluating founders, due diligence, Syndicates ins/outs, deal terms and a lot more. Listen and learn!

  1. What’s the best way to verify the customers of a potential investment are happy with the product? - Alan
  2. When completing financial due diligence what documents should I be asking for/what am I entitled to? - Sheila
  3. How can I tell if the founder is the right fit for the company? - Mark
  4. “What is the best way to evaluate a founder for persistence?” - David
  5. If an idea sounds exciting but I don’t have any experience in the vertical how do I intelligently evaluate the opportunity? - Brian
  6. When I invest via an Angel Syndicate is my identity kept secret? Is my name on the cap table? - Kyle
  7. I have a great company for your syndicate, what’s the best way to discuss investment opportunities with you, Jason? - Marianne
  8. What is the standard carry? What is the minimum investment? - Craig
  9. Do you only accept US based companies? - Bill
  10. What opportunities are currently available for non-accredited investors? - Pam
  11. Re: closing mechanics...should I expect/demand an escrow type closing where all the $ of the round comes in at once?  - Anonymous

Nov 14 2017

1hr

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Rank #18: E7: Dave Samuel, Freestyle Capital, on joy & risk of early-stage, qualities of ideal founder, team & product, portfolio faves, & focused investing as a former entrepreneur

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On Episode 7 of "Angel," Jason talks to Freestyle Capital co-founder Dave Samuel, a former founder (Spinner, Brondell) who brings his entrepreneurial focus to investing. Dave shares what qualities he looks for in startups & products, his love for building teams & companies, the trouble with B2C, raising money in a financial crisis, early internet days including founding & selling the internet's 1st music service to AOL, his innovative smart toilet, why he became an investor, and much more.

Oct 09 2017

1hr 25mins

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Rank #19: E10: Matt Brezina, investor in 65+ startups (Dropbox, Cruise) & founder (Xobni, Sincerely) shares strategies for backing relentlessly resourceful founder-builders & bringing operational value in return

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In "Angel" episode 10, Jason talks with Matt Brezina, angel investor in over 65 startups, including Dropbox, Cruise & Ring, and also founder of Xobni & Sincerely. Matt shares how & why he got into investing, his critical formative time in YC, the lasting influence of Paul Graham, meeting Drew Houston (failing to hire him, but succeeding in investing in Dropbox down the road...), learning sales from his mom, mistakes letting ego interfere with business, why he loves Twitter, the future of transportation, his belief in the power of founder-builders and investing in their careers...and much more.

Nov 30 2017

1hr 31mins

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Rank #20: E28: Ryan Hoover, Founder of Weekend Fund & Product Hunt, shares lessons from building his early-stage fund, harnessing excitement for new markets, betting on founders with strong perspectives & unique qualities, & bringing his expertise & passion for cre

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Ryan Hoover, Founder of Weekend Fund & Product Hunt, shares lessons from building his early-stage fund, harnessing excitement for new markets, betting on founders with strong perspectives & unique qualities, & bringing his expertise & passion for creating communities to venture capital

Jun 08 2019

1hr 4mins

Play