The Twenty Minute VCChime IPO: Are IPOs Hotter Than Ever?
Episode Details
EPISODE INFO
- Released
- June 19, 2025
- Duration
- 1h 9m
- Channel
- The Twenty Minute VC
- Watch on YouTube
- ▶ Open ↗
EPISODE DESCRIPTION
Rory O’Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more. ----------------------------------------------- In Today’s Episode We Discuss:
- 00:00 Intro
- 00:41Meta’s $14.8B Deal for Scale: The Analysis
- 08:01 Will Scale Lose Their $800M ARR? Will All Customers Leave?
- 11:13 Is Alex Wand Better than Bret Taylor?
- 15:57 LPs Just Got $14B Back. Are They Reinvesting?
- 22:37 Jason @ Discord Being Removed
- 30:25 Ramp Hits $16B Valuation: Are We Back in 2021?
- 35:53 Ramp vs Brex vs Mercury: Who’s the Real Winner?
- 44:44 Chime IPO
- 50:32 Gusto Going Public with $900M in ARR???
- 55:27 Dropbox vs Glean: Can the Old Guard Survive the AI Wave?
- 59:29 Is Slack Dead as a Platform? Salesforce Shutdown Slack API?
- 01:02:07 S&P Prediction, iPhone Assembly in the US, and Rory’s Rants
---------------------------------------------------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZ... Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast... Follow Harry Stebbings on X: / harrystebbings Follow Jason Lemkin on X: / jasonlk Follow Rory O’Driscoll on X: / rodriscoll Follow 20VC on Instagram: / 20vchq Follow 20VC on TikTok: / 20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/con... ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #elonmusk #trump #ai #saas #stripe #foundersfund #circle
SPEAKERS
Jason Lemkin
guestSaaS-focused investor and operator known for commentary on venture, IPOs, and board dynamics.
Rory O’Driscoll
guestVenture capitalist discussing IPO markets, valuation comps, LP liquidity, and board governance.
Harry Stebbings
hostFounder and host of 20VC, interviewing and moderating conversations with tech founders and investors.
EPISODE SUMMARY
In this episode of The Twenty Minute VC, featuring Jason Lemkin and Rory O’Driscoll, Chime IPO: Are IPOs Hotter Than Ever? explores aI deal chaos, IPO comeback, and power shifts in tech markets Meta’s $14B, 49% non-voting investment in Scale AI is framed as a talent-and-messaging play that likely triggers major customer spend reallocation away from Scale due to competitive conflicts.
RELATED EPISODES
