PT2 - Keith Rabois, operator (PayPal, Opendoor) & investor (Khosla, future Founders Fund) shares advice on getting into tech, insights on censorship, secondary shares, selling too early, self-driving, biggest misses, economic concerns & other lessons from his lifelong quest to monopolize talent & fund startups that will change the world

E905: PT2 – Keith Rabois, operator (PayPal, Opendoor) & investor (Khosla, future Founders Fund) shares advice on getting into tech, insights on censorship, secondary shares, selling too early, self-dr

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

Technology

Tech News

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This Week in Startups is brought to you by…
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Todays show:
Sohail Prasad joins Jason to discuss Destiny Tech 100 and why it was created (3:46), comparing the market cap to the actual holdings and the pent-up demand (11:35), how Destiny acquires the shares and how they manage both positive and negative reactions (26:49), and more!
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Timestamps:
(0:00) Sohail Prasad of Destiny (D/XYZ) joins Jason.
(3:46) Breaking down Destiny Tech 100 and why it was created.
(5:20) What is a closed-end fund and how does it fit into the ecosystem?
(8:37) The DIY approach used to bring this to the market.
(9:33) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at http://www.Squarespace.com/TWIST
(10:54) How Destiny Tech 100 works as a direct listing.
(11:35) Comparing the market cap to the actual holdings and the pent-up demand.
(14:46) Looking at how Sohail and the company make their profits and why he does this instead of gathering higher carry.
(18:52) Vanta - Get $1000 off your SOC 2 at http://www.vanta.com/twist
(22:05) The concerns of the swinging nature of the stock price and the long-term view.
(26:49) How Destiny acquires the shares and how they manage both positive and negative reactions.
(30:26) Equinix - Join the Equinix Startup Program for up to $100K in credits and much more at https://deploy.equinix.com/startups
(34:10) Destiny’s access to financials for companies in their portfolio.
(35:51) Strategy behind exits for the fund and companies that then go public.
(43:13) The size of the team needed to run Dest
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Check out Destiny (D/XYZ): https://destiny.xyz/
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Follow Sohail:
X: https://twitter.com/sohailprasad
LinkedIn: https://www.linkedin.com/in/sohailprasad/
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Follow Jason:
X: https://twitter.com/Jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
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Thank you to our partners:
(9:33) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at http://www.Squarespace.com/TWIST
(18:52) Vanta - Get $1000 off your SOC 2 at http://www.vanta.com/twist
(30:26) Equinix - Join the Equinix Startup Program for up to $100K in credits and much more at https://deploy.equinix.com/startups
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Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
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Check out Jason’s suite of newsletters: https://substack.com/@calacanis
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TikTok: https://www.tiktok.com/@thisweekinstartups
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Subscribe to the Founder University Podcast: https://www.founder.university/podcast

Destiny (D/XYZ) and the Buzz Around Public Access to Private Companies | E1933

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Todays show:
Jason and Presh kick off the Founder University pitch competition (00:00), then we hear from Jared on Umbrella Sports (6:40), Linda on Mastertech (14:47), and Aleksandr on Ellis (24:20). Finally, Jason awards a $25K investment (44:17), and Presh details how to apply!
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Timestamps:
(00:00) Jason kicks off the show!
(2:49) Jason brings on Presh to explain the fundamentals of Founder University and introduces today's pitches!
(6:40) Jared Lewandowski pitches Umbrella Sports
(13:20) Wistia - Try Wistia for free at https://wistia.com/startups
(14:47) Linda Gray pitches Mastertech
(22:51) Eight Sleep - Go to https://www.eightsleep.com/twist for $200 off the Pod plus free shipping
(24:20) Aleksandr Diamond pitches Ellis
(29:39) Jason and Presh assess the startups and their pitches
(39:43) Northwest Registered Agent - Get a 60% discount on your next LLC at http://www.northwestregisteredagent.com/twist
(44:12) Jason picks the startup he will invest in!
(44:51) Feedback on the Founder University experience
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Founder University: Cohort 8 begins May 9th! Apply here: https://www.founder.university
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We are doing Founder Fridays! Go check out https://founderfridays.tech
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Follow Jared:
X: https://twitter.com/_playumbrella
LinkedIn: https://www.linkedin.com/in/jaredlewandowski
Check out Umbrella Sports: https://www.playumbrella.com
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Follow Linda:
X: https://twitter.com/mastertechai
LinkedIn: https://www.linkedin.com/in/linda-gray-6433b251/
Check out Mastertech: https://www.mastertech.ai/
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Follow Aleksandr:
X: https://twitter.com/heyaleksandr
LinkedIn: https://www.linkedin.com/in/asdiamond
Check out Ellis: https://ellis.so
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Follow Jason:
X: https://twitter.com/Jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
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Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
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Thank you to our partners:
(13:20) Wistia - Try Wistia for free at https://wistia.com/startups
(22:51) Eight Sleep - Go to https://www.eightsleep.com/twist for $200 off the Pod plus free shipping
(39:43) Northwest Registered Agent - Get a 60% discount on your next LLC at http://www.northwestregisteredagent.com/twist
*
Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
*
Check out Jason’s suite of newsletters: https://substack.com/@calacanis
*
Follow TWiST:
Substack: https://twistartups.substack.com
Twitter: https://twitter.com/TWiStartups
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Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
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Subscribe to the Founder University Podcast: https://www.founder.university/podcast
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Founder University: Cohort 8 begins May 9th. Apply here: https://www.founder.university

Startup pitch competition! Jason invests $25K into one of three founders | E1932

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Todays show:
Sunny joins Jason to dive into AI news and demos including, Adam Schiff and the new bill to force AI companies to reveal use of copyrighted art (9:03), Udio the recent AI music creator catching a lot of hype (17:48), the AI dictation power of Aqua (39:10), and more!
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Timestamps:
(0:00) Sunny joins Jason to dive into this weeks AI news and demos.
(4:02) AI News: Meta, Google and Intel all launched chips this week.
(9:03) Adam Schiff and the new bill to force AI companies to reveal use of copyrighted art
(9:51) Gusto - Get three months free when you run your first payroll at http://www.gusto.com/twist
(17:48) Sunny demos Udio - the recent AI music creator catching a lot of hype.
(19:36) Mantle - Get your first 12 months free at https://www.withmantle.com/TWIST
(20:56) Sunny and Jason further explore Udio and discuss the copyright issues around AI models.
(31:45) Hubspot for Startups - Learn more and get extra benefits for being a TWiST listener now at  https://www.hubspot.com/startups. Check out their report “How AI is Redefining Startup GTM Strategy” here: https://bit.ly/hubspot-ai-report
(36:31) Sunny creates a song with Udio about Jason’s passion for copyright laws.
(39:10) Sunny demos Aqua.
(45:36) Sunny demos SWE-Agent
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Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
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LINKS:
Check out Udio: https://www.udio.com/
Rolling Stone article on Udio: https://www.rollingstone.com/music/music-features/udio-ai-music-chatgpt-suno-1235001675/
Check out Aqua: https://withaqua.com/
Check out SWE-Agent: https://swe-agent.com/demo
Meta’s new chip news: https://twitter.com/Techmeme/status/1778078194345955765
Google’s new chip news: https://twitter.com/WSJ/status/1777654095601348775
Intel’s new chip news: https://twitter.com/Techmeme/status/1777725152102699026
Article on Adam Schiff introducing new bill: https://www.theguardian.com/technology/2024/apr/09/artificial-intelligence-bill-copyright-art
Check out statmuse: https://www.statmuse.com/
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Follow Sunny:
X: https://twitter.com/sundeep
LinkedIn: https://www.linkedin.com/in/sundeepm
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Follow Jason:
X: https://twitter.com/Jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
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Thank you to our partners:
(9:51) Gusto - Get three months free when you run your first payroll at http://www.gusto.com/twist
(19:36) Mantle - Get your first 12 months free at https://www.withmantle.com/TWIST
(31:45) Hubspot for Startups - Learn more and get extra benefits for being a TWiST listener now at  https://www.hubspot.com/startups. Check out their report “How AI is Redefining Startup GTM Strategy” here: https://bit.ly/hubspot-ai-report
*
Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
*
Check out Jason’s suite of newsletters: https://substack.com/@calacanis
*
Follow TWiST:
Substack: https://twistartups.substack.com
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
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Subscribe to the Founder University Podcast: https://www.founder.university/podcast

Udio AI’s Music Magic, Aqua’s Unique Dictation, Copyright Laws & the 1000x Potential of AI  | E1931

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Todays show:
David Weisburd hosts David Clark, Tomasz Tunguz, and Jason Calacanis to discuss the new YC class (1:59), startup valuations (19:34), the investment landscape (30:17), and more!
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Timestamps:
(00:00) David Weisburd intros David Clark, Tomasz Tunguz, and Jason Calacanis
(1:59) The latest YC class and rise of AI startups
(9:36) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at http://www.Squarespace.com/TWIST
(10:55) Role of the founding team in AI startups
(19:34) Startup valuations and the changing landscape of seed deals and Series A rounds
(29:01) OpenPhone - Get 20% off your first six months at http://www.openphone.com/twist
(30:17) Tomasz Tunguz’s journey to raising his fund and the challenges of the VC industry
(37:32) Personality types in venture capital and handling company wind downs
(39:20) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech
(40:52) VC’s moving out and the challenge of picking the right company to invest in
(59:27) Active reserves management
(1:09:00) Lightning round: Top 3 investments
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Mentioned on show:
https://motherduck.com
https://arbitrum.io
https://www.omni.co
https://www.podengine.ai
https://www.getrecall.ai
https://newcomergames.com
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Follow David Clark:
X: https://twitter.com/daveclark85
LinkedIn: https://www.linkedin.com/in/david-clark-6678b6b/
Check out VenCap: https://www.vencap.com/
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Follow Tomasz Tunguz:
X: https://twitter.com/ttunguz
LinkedIn: https://www.linkedin.com/in/tomasztunguz
Check out Theory Ventures: https://theory.ventures
*
Follow Jason:
X: https://twitter.com/Jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
*
Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
*
Thank you to our partners:
(9:36) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at http://www.Squarespace.com/TWIST
(29:01) OpenPhone - Get 20% off your first six months at http://www.openphone.com/twist
(39:20) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech
*
Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
*
Check out Jason’s suite of newsletters: https://substack.com/@calacanis
*
Follow TWiST:
Substack: https://twistartups.substack.com
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
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Subscribe to the Founder University Podcast: https://www.founder.university/podcast

Tomasz Tunguz and David Clark on how to invest in AI and Q1 2024 startup valuations | E1930

This Week in Startups is brought to you by…
Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report fast. TWiST listeners can get $1,000 off for a limited time at http://www.vanta.com/twist
LinkedIn Ads. To redeem a $100 LinkedIn ad credit and launch your first campaign, go to http://www.linkedin.com/thisweekinstartups
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Todays show:
Alef’s Jim Dukhovny joins Jason to discuss different approaches to flying car tech (1:16), Alef’s vehicle design (9:17), commercial aspects (22:39), and more!
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Timestamps:
(00:00) Alef’s Jim Dukhovny joins Jason
(1:16) Alef’s mission and the different approaches to VTOL and flying car technologies
(8:25) Vanta - Get $1000 off your SOC 2 at http://www.vanta.com/twist
(9:17) Alef’s approach to vehicle design and use of existing technologies in a new format
(12:10) Technical details of Alef’s vehicle design, including propulsion systems and structural innovations
(14:27) Challenges of designing flying vehicles that function both as cars and aircraft
(21:11) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups
(22:39) Commercial aspects, including pricing, customer pre-orders, and manufacturing plans
(26:13) Regulatory and certification challenges and the potential timeline for bringing the product to market
(32:46) Zendesk - Get six months free at https://zendesk.com/startups
(34:16) Ballistic parachute systems in drones, planes, and Alef’s vehicles
(38:53) The long-term vision for autonomous flying cars
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Sources:
https://www.youtube.com/watch?v=qtzuL3WSiGY
https://www.youtube.com/watch?v=7Gzdo107SmE
https://www.youtube.com/watch?v=gBCUQlF3MMU
https://www.youtube.com/watch?v=lxaFFuN1vpc
https://www.youtube.com/watch?v=FT4buS7avd4
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Follow Jim:
X: https://twitter.com/AlefAeronautics
LinkedIn: https://www.linkedin.com/in/jimdukhovny
Check out Alef: https://alef.aero
*
Follow Jason:
X: https://twitter.com/Jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
*
Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
*
Thank you to our partners:
(8:25) Vanta - Get $1000 off your SOC 2 at http://www.vanta.com/twist
(21:11) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups
(32:46) Zendesk - Get six months free at https://zendesk.com/startups
*
Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
*
Check out Jason’s suite of newsletters: https://substack.com/@calacanis
*
Follow TWiST:
Substack: https://twistartups.substack.com
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
*
Subscribe to the Founder University Podcast: https://www.founder.university/podcast

E905: PT2 – Keith Rabois, operator (PayPal, Opendoor) & investor (Khosla, future Founders Fund) shares advice on getting into tech, insights on censorship, secondary shares, selling too early, self-dr

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