How Many Startups Will Survive OpenAI? | E2288
This Week In Startups is made possible by:Pilot - https://Pilot.com/TWISTGrasshopper Bank - https://Grasshopper.bank/TWISTQuo - https://Quo.com/TWiSTPlaud - https://Plaud.ai/twistAnthropic just declared every unauthorized secondary sale of its stock "void" — naming Hiive, Forge, Sydecar, Upmarket, and others in a public hit list. Jason and Alex sit down with Jenny Fielding (Everywhere Ventures), Dave McClure (Practical VC), and Sam Lessin (Slow Ventures) to unpack what the AI lab’s move to limit secondary trades means for SPV operators, brokers, and the founders trying to keep control of their cap tables. Plus: a real story of a founder who returned a $15M Series A six months after closing because Claude was going to eat his startup, SaaS moats, and just what does it mean to be rich?Timestamps:0:00 Guest introductions0:48 Anthropic voids unauthorized SPV trades8:41 Accredited investor reform & the SEC sophisticated investor test8:58 Quo (formerly OpenPhone) - Quo gives you a clean, modern way to handle every customer call, text, and thread all in one place. Try it free at https://quo.com/TWiST11:43 Naval's USVC closed-end fund as a workaround16:41 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!17:48 Pro-rata rights battles: when Series A investors push seed investors out19:36 Grasshopper Bank: Time is money. Don't waste either. Go to https://grasshopper.bank/twist and get an exclusive $500 cash bonus just for opening an account.29:13 Pilot: Focus on your product, let Pilot handle your bookkeeping. Pilot provides the most reliable accounting, CFO, and tax services for startups and small businesses. Head to https://pilot.com/twist and get $1,200 off your first year.30:23 Storing wealth in stories vs. cash flows34:19 Cerebras and Fervo Energy IPOs — meaningful liquidity?37:54 Will SpaceX, Anthropic, OpenAI IPOs redistribute capital or compound it?45:58 The $15M Series A founder who returned the money because of Claude50:01 Should founders pivot or return capital when the world changes?56:43 OpenAI's $6.6B tender and Shruti Gandhi's viral SF cost-of-living tweet1:00:25 Intercom rebrands to Fin: the AI-first late-stage pivotSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisCheck out all our partner offers: https://partners.launch.co/Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason’s suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com
The End of the ZIRP Era, and why recruiting is SO PAINFUL | E2164
Today’s show:
We’re back with another all-star VC roundtable discussion.
Joining Jason are Dave McClure of Practical VC, NVNG’s Grady Buchanan, and Tomasz Tunguz of Theory VC. Together, they’re having a deep insider discussion of the state of venture, secondary markets, running funds of funds, the legacy of Lina Khan, the difficulty of recruiting, and why the pendulum has potentially swung in founders’ favor.
Timestamps
(0:00) INTRO, The origins of Practical VC and how secondary funds work.
(05:44) So… how does Dave decide what to BUY?
(09:27) Melanie - Companies are staying private longer… Is this good for fund managers?
(10:02) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST
(11:18) Show Continues…
(14:17) We’ve all heard about unicorns but… what about centaurs?!
(16:19) Jacob - Are VC marks… bullsh*t?! How long until your LPs should see DPI? The panel debates.
(17:22) Jacob - Is Jason too hard on Lina Khan? Dave says VCs created the problem!
(20:07) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits
(21:30) Show Continues…
(30:01) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.
(31:16) Show Continues…
(31:34) When it’s time to embed an expert into a struggling startup
(34:15) How investing in SO MANY COMPANIES gave Dave a trove of data
(40:33) Sometimes VCs have to be the “voice of reality”…
(45:53) Are stock buybacks the best use of capital?
(49:29) Jacob - The End of the ZIRP Era meets the Dawn of the AI Era
(51:04) Why running your business on debt, not equity, requires tough choices
(58:23) When you need to “take the medicine” on returns and live to fight another day.
(01:11:17) Is Grady actively seeking managers that have shown a demonstrated ability to produce liquidity?
(01:13:24) Dave says the pendulum has swung into founders’ favor.
(01:20:25) Dave teases his new secondary podcast, “Trading Places”!
Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com
Check out the TWIST500: https://www.twist500.com
Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
Follow Lon:
X: https://x.com/lons
Follow Alex:
X: https://x.com/alex
LinkedIn: https://www.linkedin.com/in/alexwilhelm
Follow Jason:
X: https://twitter.com/Jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
Thank you to our partners:
(10:02) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST
(20:07) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits
(30:01) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.
Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
Check out Jason’s suite of newsletters: https://substack.com/@calacanis
Follow TWiST:
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
Substack: https://twistartups.substack.com
Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916
Dave Mcclure & Jordan Stein on YC, "Spray and Pray", and Games VCs Play | E1923
This Week in Startups is brought to you by…
Mantle. The AI-powered equity management platform designed for modern founders and operators. Get your first 12 months free at https://withmantle.com/TWIST
Hubspot for Podcast Networks. Looking to up your marketing game?
Check out the podcast: Marketing Against the Grain
Hosted by: Hubspot CMO Kipp Bodnar and Zapier CMO Kieran Flannigan
They bring you the latest in marketing trends, growth tactics and innovation.
Available on all your favorite podcast apps.
Curotec. Are you one of those companies that knows you need to be using AI, but you're not even sure where to start? Well then you need Curotec. They are AI experts, and they're offering TWiST listeners an AI Strategy Roadmap tailored to your business for $5000. That's 50% off the normal cost just for telling them we sent you. Check out http://www.curotec.com/twist and get $5000 off!
*
Todays show:
David Weisburd hosts Dave McClure, Jordan Stein, and Jason Calacanis to discuss the evolution of fund spaces. The discuss investing in the YC ecosystem (00:28), the role of secondary funds today (40:26), and the importance of betting on outliers (1:00:49).
*
Timestamps:
(0:00) David Weisburd intros Dave McClure, Jordan Stein, and Jason Calacanis
(00:28) Reddit's IPO adds to YC's track record of successful public listings
(10:21) Mantle - Get your first 12 months free at https://withmantle.com/TWIST
(11:39) Strategy of investing in YC ecosystem and the importance of entry point evaluation
(18:40) YC's demo day and opportunities for other accelerators
(26:12) Hubspot - Marketing Against the Grain https://www.youtube.com/watch?v=fMNgyVFsk4g https://lnk.to/h3vKHnTW
(27:18) YC's demo day and opportunities for other accelerators cont.
(32:24) Carta’s report on the rise of capital call requests
(39:15) Curotec - Check out http://www.curotec.com/twist and get $5000 off
(40:26) The role of secondary funds in the current macroeconomic conditions and the potential for more company shutdowns
(1:00:49) Betting on outliers and the decision-making process for doubling down
(1:14:16) Lightning round: Top 3 investments from each guest
(1:25:20) Discussing the upcoming https://www.liquiditypod.com/summit
*
Check out:
https://mercury.com
https://www.gropyus.com
https://recargapay.com.br
https://www.ridemotive.com
https://testrigor.com
https://www.krepling.com
*
Follow Dave:
X: https://twitter.com/davemcclure
LinkedIn: https://www.linkedin.com/in/davemcclure
Check out: https://practicalvc.com
*
Follow Jordan:
LinkedIn: https://www.linkedin.com/in/jordan-stein17
Check out: https://cressetcapital.com
*
Follow David:
X: https://twitter.com/DWeisburd
LinkedIn: https://www.linkedin.com/in/dweisburd
Check out: https://10xcapital.com
*
Follow Jason:
X: https://twitter.com/jason
Instagram: https://www.instagram.com/jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
*
Thank you to our partners:
(10:21) Mantle - Get your first 12 months free at https://withmantle.com/TWIST
(26:12) Hubspot - Marketing Against the Grain https://www.youtube.com/watch?v=fMNgyVFsk4g https://lnk.to/h3vKHnTW
(39:15) Curotec - Check out http://www.curotec.com/twist and get $5000 off
*
Check out the Launch Accelerator: https://launchaccelerator.co
*
Check out Founder University: https://www.founder.university
*
Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
*
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
20VC: 500 Startups' Dave McClure on Whether Unicorns Are Necessary For Venture Returns & Why Ownership Is Not The Math To Think About When Investing
Dave McClure is the founding partner of 500 Startups, who have made over 1500 investments in the likes of Twilio, SendGrid, Intercom and Makerbot just to name a few. Prior to 500 Dave was on the investment team at Founders Fund, he also led the Facebook Fund Incubator and was Head of Marketing @ Paypal pre IPO.
In Today's Episode with Dave You Will Learn:
How Dave made his way into VC and came to found 500 Startups?
Do you need unicorn exits to have significant venture returns? What is the 500 view with regards to the hit ratio of finding unicorns?
How much ownership does 500 typically take? Does this allow Dave enough of a right to follow on in further rounds with such a small initial slice?
How does Dave and 500 avoid the inherent signalling risk involved with their fund and accelerator? How prominent is signalling in today's market?
What did Dave think of Sam Altman's statement on YC not accepting companies from other accelerators? How does Dave view YC companies?
Items Mentioned In Today's Show:
Dave's Fave Blog and Newsletter: Brad Feld, AVC, Mark Suster
Dave's Fave Book: Guns Germs and Steel, The Mystery of Capital
Dave's Most Recent Investment: Markhor
As always you can follow Harry, The Twenty Minute VC and Dave on Twitter here!
Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.
Eve make 1 perfect mattress - made with 3 layer technology and next generation memory foam. It comes packaged in a beautiful box and arrives the day after you order. You get 100 nights to try it with free return pick-up - it really is the perfect mattress for everyone. Just go online to evemattress.co.uk and enter the code 20VC for £50 off. Everybody deserves the perfect start with Eve.