Angel | hosted by Jason Calacanis

Latest Episodes:

Paige Finn of Behind Genius Ventures | Angel S6 E4 Feb 09, 2022

Show notes

Paige Finn became interested in venture capital during college, but within a year and a half of graduating in 2020 she already has a fund!

In this episode you will learn:

1. How she secured her first allocation before having a fund

2. The steps she took to set up an SPV while being a non-accredited investor

3. How she raised a $1.6m fund

4. Behind Genius' investing thesis and strategy

5. The books that have most influenced her work and writing style

6. Why she wrote a picture book (for adults) called "Seed to Harvest: A Simple Explanation of Venture Capital"

Packy McCormick's Not Boring parlay | Angel S6 E3 Feb 08, 2022

Show notes

Packy McCormick turned his massive newsletter into a Not Boring Fund I in 2021, and has since invested $10M into startups. In this episode you will learn:

1. How Packy raised his first fund from his readers.

2. What regulations he needed to navigate to comply with the SEC.

3. Which sectors he invested his first $10M into (in just 6 months) and some of his breakout startups.

4. Why IRR can be hilariously large in the early stages of a small fund.

5. How he manages a syndicate and a venture fund while still doing right by LPs.

David Rosenthal's $2.8M fund Kindergarten Ventures | Angel S6 E2 Feb 07, 2022

Show notes

David's been a VC for a while, but he just launched a new $2.8M fund part-time with Nat Manning. We get into why his small fund size is actually so significant and represents new possibilities in venture plus:

- How he uses his podcast and community to get dealflow - What he thinks you need before starting your own VC fund

https://twitter.com/djrosent

Mac Conwell of RareBreed Ventures | Angel S6 E1 Feb 06, 2022

Show notes

Mac the VC joins the show as the first guest for Angel Season 6 to share his story and how he invests.

https://twitter.com/MacConwell

Joanne Wilson on spotting a bubble, NYC's post-pandemic reset, portfolio management in an unsustainable market & more | Angel S5 E10 Mar 24, 2021

Show notes

Check out Gotham Gal Ventures: https://gothamgal.com/investments

FOLLOW Joanne: https://twitter.com/thegothamgal

FOLLOW Jason: https://linktr.ee/calacanis

Show notes:

1:07 Jason intros "The Gotham Gal" Joanne Wilson & they reminisce on the '90s in New York & magazines

5:04 Spotting a bubble, issues with raising above your performance, New York during the pandemic & returning to normal

11:43 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

13:12 New York's pre-pandemic situation, healthcare detaching from employment

16:11 Rethinking education & commercial real estate, NYC's pro-development mindset, roasting Hudson Yards

24:50 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

26:19 Impact of high-end residential real estate on NYC

29:22 Joanne's experience investing in underrepresented founders, how the industry has changed over the past 15 years, opportunity with underrepresented founders

36:16 Assure - Get 20% off your first SPV at http://assure.co/angel

37:50 Why Joanne slowed her investment pace during the peak market, sorting process with an influx of startups, portfolio management in an unsustainable market

44:47 Reasons for startup failure, advice for founders raising large amounts of capital

56:14 Family talk, NFTs & sketchy art market dealings

Paul Judge on helping lead SoftBank's $100M Opportunity Fund, future of fundraising, importance of "building your Olympic Team" & more | Angel S5 E9 Mar 18, 2021

Show notes

Check out Panoramic Ventures: https://panoramic.vc

Check out SoftBank's Opportunity Fund: https://theopportunityfund.com

FOLLOW Paul: https://twitter.com/pauljudge

FOLLOW Jason: https://linktr.ee/calacanis

Listen here:

Apple: https://podcasts.apple.com/us/podcast/this-week-in-startups-audio/id315114957

Spotify: https://open.spotify.com/show/6ULQ0ewYf5zmsDgBchlkr9

Overcast: https://overcast.fm/itunes315114957/this-week-in-startups-audio

Thanks to our partners:

Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

OurCrowd - Sign up for a free account at https://www.ourcrowd.com/twist

LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

Show notes:

1:05 Jason intros Paul Judge & they discuss the Miami startup scene & the impact of investing over Zoom

11:37 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

13:08 How Paul invests, rebranding to start Panoramic Ventures & joining the investment board at SoftBank's $100M Opportunity Fund

17:26 Are dedicated opportunity funds the right approach to maximize funding of underrepresented founders? Where underrepresented founders have an edge

24:34 OurCrowd - Sign up for a free account at https://www.ourcrowd.com/twist

26:11 Jay-Z's insane Q1, why George Floyd resonated more than prior policy brutality videos

35:11 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

36:47 Downstream investors looking for underrepresented founders

41:33 Celebrity/influencer funds impact on the future fundraising landscape

43:53 What makes it easy for Paul to invest: "What's your Olympic Team?", anti-portfolio

53:07 Paul's greatest hits as an investor, paradox of borrowing money as a rich person

1:00:20 Educating more people on entrepreneurship via reality TV, Jason's Clubhouse crusade, future of SF

Garry Tan on lessons from past startup failures, power of community funnels, Alexis Ohanian's departure & more | Angel S5 E8 Mar 11, 2021

Show notes

Check out Initialized: https://initialized.com

FOLLOW Garry: https://twitter.com/garrytan FOLLOW Jason: https://linktr.ee/calacanis

Show notes: 1:08 Jason intros Garry Tan & they talk about Garry's Posterous regrets & lessons from failure, going from seed-stage to growth-stage founder 8:33 Garry on life as an investor, Paul Graham's original YC content/community funnel 11:04 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel 12:39 Garry's YouTube experience, investing in Clubhouse & the social audio space & Jason's Clubhouse beef 20:27 Twitter spaces coexisting with Clubhouse, Twitter's recent product groove, Initialized's investment in Clubhouse 28:05 Assure - Get 20% off your first SPV at http://assure.co/angel 29:40 How accelerators get great value, Capital-as-a-Service, equity participation as newer generations' north star 36:37 Sweet spot age for founders, ISAs & community-driven learning 39:13 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist 40:44 VCs moving downstream & missing the early-stage orchard, potential new models to provide value, avoiding sharp elbows as a seed investor 48:58 Garry explains Alexis Ohanian leaving Initialized & their continued bond as friends 53:55 Unicorn patterns, understanding important consumer metrics

Matt Mullenweg on pioneering remote work, investing in open-source, crypto & more | Angel S5 E7 Mar 04, 2021

Show notes

Check out Automattic: https://automattic.com

FOLLOW Matt: https://twitter.com/photomatt

FOLLOW Jason: https://linktr.ee/calacanis

Show notes:

1:07 Jason intros Matt Mullenweg & they discuss starting WordPress & getting into angel investing

5:47 Angel investing in the early 2000's as ecosystem building & charity, Automattic's SPAC potential, potential for individual properties to spin out

11:48 OurCrowd - Sign up for a free account at https://www.ourcrowd.com/twist

13:14 How WooCommerce compares to Shopify, open-source flexibility, thoughts on running a public company, difficulty of the media business

20:17 Audrey Hepburn's influence on Matt

21:30 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

23:03 Matt's first big hits as an investor, holding on to winners

28:15 Practical uses for crypto, being bullish on the technology of crypto, impact of bad actors on decentralized systems

34:30 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

35:48 Policing speech on the Internet, Trump stress test, analyzing Trump's ban

48:17 Pioneering remote work, future in a post-COVID world, advantages in competing for top talent, middle management's disadvantages due to remote work

59:37 Future of San Francisco, managing hybrid in-person / remote, tips for new founders

Reid Hoffman on the Joby Aviation SPAC, lessons from early Airbnb & Facebook bets, passing on Stripe & SpaceX, investment thesis & more | Angel S5 E6 Feb 25, 2021

Show notes

Check out Greylock: https://greylock.com

FOLLOW Reid: https://twitter.com/reidhoffman

FOLLOW Jason: https://linktr.ee/calacanis

Show notes:

1:07 Jason intros Reid Hoffman & they discuss the Joby Aviation VTOL SPAC, VTOLs vs. self-driving

11:53 Assure - Get 20% off your first SPV at http://assure.co/angel

13:26 Reid on setting up the meeting between Peter Thiel and Mark Zuckerberg, hitting a 20000x+ with Facebook, opportunities for sustained growth in the big tech reaches population limitations

18:02 When business leaders should speak up on certain issues

23:50 Reinstating Trump's accounts

25:15 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

26:50 Anti-portfolio: Reid tells the story of missing on Stripe, is ownership % overrated?

36:12 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

37:31 Navigating potential portfolio conflicts

40:59 Lessons from hitting on Airbnb with his first investment at Greylock

49:15 Passing on SpaceX after an Elon pitch, returning billions to LPs in one investment

54:28 Reid's process for being a world-class investor, breaking down the Clubhouse investment

1:01:08 Investing over Zoom, future of Silicon Valley & San Francisco, Reid's next act

Mark Cuban on the resurgence of retail investors, NBA's potential entry into wagering & digital assets, DeFi & much more | Angel S5 E5 Feb 18, 2021

Show notes

FOLLOW Mark: https://twitter.com/mcuban

FOLLOW Jason: https://linktr.ee/calacanis

Thanks to our partners:

Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

OurCrowd - Sign up for a free account at https://www.ourcrowd.com/twist

LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

Show notes:

1:04 Jason intros Mark Cuban & they discuss the circumstances of their first meeting, Mark's dot-com bubble hedge, resurgence of retail investors

9:30 Mark's prescient bets, origin of Blog Maverick

12:20 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

13:39 Understanding naked shorts, how shorts could be a companies best friend

17:15 Story behind Mark venturing into the movie business, producing the Enron documentary with a day-and-date release, thoughts on MoviePass & vertical integration in the film industry, risks of investing in AI

25:14 OurCrowd - Sign up for a free account at https://www.ourcrowd.com/twist

26:46 How AI is starting to impact the NBA, what's changed over the past 20 years since Mark bought the Dallas Mavericks

33:40 NBA getting into wagering

36:23 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

37:55 Mark's relationship with the NBA, player-fan interaction, Porzingis trade & pairing him with Luka

44:59 Mark's original consulting business, diversity in tech, investing in Arlan

48:33 How Mark reviews cold emails, how crypto plays into the future of the NBA: smart contracts, digital assets, non-fungible tokens

57:32 How DeFi can change finance forever, Knicks talk, vaccine optimism

Our TOPPODCAST Picks

Follow Us

Stay Connected

Angel | hosted by Jason Calacanis

Related Podcasts

Links

Stay Connected