Episodes

  • Paige Finn of Behind Genius Ventures | Angel S6 E4
    Feb 9 2022

    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"

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    50 mins
  • Packy McCormick’s Not Boring parlay | Angel S6 E3
    Feb 8 2022
    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. 

     

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    51 mins
  • David Rosenthal's $2.8M fund Kindergarten Ventures | Angel S6 E2
    Feb 7 2022

    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

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    53 mins
  • Mac Conwell of RareBreed Ventures | Angel S6 E1
    Feb 6 2022

    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

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

    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

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    1 hr and 9 mins
  • 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

    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

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    1 hr and 17 mins
  • Garry Tan on lessons from past startup failures, power of community funnels, Alexis Ohanian's departure & more | Angel S5 E8
    Mar 11 2021

    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

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    1 hr
  • Matt Mullenweg on pioneering remote work, investing in open-source, crypto & more | Angel S5 E7
    Mar 4 2021

    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

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    1 hr and 23 mins