What Ramp’s data tells us about AI, unemployment and more with CEO Eric Glyman | E2192
This Week in Startups
Jason Calacanis
4.4 • 1.3K Ratings
🗓️ 13 October 2025
⏱️ 76 minutes
🧾️ Download transcript
Summary
Today’s show:
*Eric Glyman of Ramp joins us to share the fintech unicorn’s growth secrets AND their Lab full of research data.
On TWiST, Jason and Alex chat with Eric about Ramp’s counter-intuitive mission — helping startups spend LESS money — PLUS they take a deep dive into the company’s treasure trove of startup trend data. Why is there a huge spike in unemployed recent college trends? Is “static team size” as a big a story as Jason and Alex think? What does it actually take to get companies to adopt AI Agents? The answers all might be in these Ramp numbers.
PLUS Eric joins us for some hot Founder Q’s, and what’s going on with all this Y Combinator drama? We’re sifting through the angriest tweets for the inside scoop.
FINALLY, Jason recommends some of his favorite startup accelerators of the moment (aside from his own) including…
Timestamps:
(00:02:18) The 72-hour rule strikes again: Trump’s China’s tariff reversal
(00:03:10) Why crypto got hit even HARDER than the stock market post-Trump announcement
(00:07:32) Market manipulation “at a scale we’ve never seen before…”; what does this mean for everyday investors?
(10:05) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST
(00:12:55) Ramp CEO Eric Glyman swings by to update us on his fintech unicorn’s growth and their “Lab” for research data
(20:09) Netsuite - Download the ebook CFO’s Guide to AI and Machine Learning for free at https://www.netsuite.com/twist
(00:21:40) Is “static team size” a real trend? What the Ramp data shows…
(00:26:25) Ramp’s “counter-intuitive” mission: to help companies spend LESS money, not more.
(30:24) Paper OS offers the largest library of AI-driven Workflows for both founders & fund managers. Claim your $10K credit at paperos.com/twist
(00:38:07) WHY the huge spike in unemployed recent college grads? Especially among the guys?
(00:49:16) What it actually takes to get companies to adopt AI agents into their processes
(00:52:25) Why Jason thinks Eric is a top-tier TWiST guest. We’re going through the metrics…
(00:54:05) There’s YC drama on social media now… we’re spilling the tea.
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:
Follow Alex:
LinkedIn: https://www.linkedin.com/in/alexwilhelm
Follow Jason:
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
Thank you to our partners:
- Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST
- Netsuite - Download the ebook CFO’s Guide to AI and Machine Learning for free at https://www.netsuite.com/twist
- PAPER OS - Building an empire? PaperOS offers the largest library of AI-driven Workflows for both founders & fund managers. Whether you’re raising capital, launching a fund, or wading through diligence, PaperOS unlocks simplicity and scale for your ever-growing empire. Claim your $10K credit at paperos.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
Transcript
Click on a timestamp to play from that location
| 0:00.0 | 30 minutes before Trump dropped the news and sent the markets into chaos, someone took a very large, short position, about $700 million, Jason, in notional value. |
| 0:09.0 | And then after the crypto market took an enormous dump, they closed the position. |
| 0:13.6 | And made between $160 and $200 million reports vary a little bit. |
| 0:18.2 | Now, they have highlighted the person they think this is a hedge fund |
| 0:21.2 | manager out of Hong Kong. He has gone on to Twitter and say, hey, guys, I know incident information. |
| 0:25.6 | I don't know the Trump family, but that's pretty speculative. I don't think we've locked down |
| 0:28.9 | 100% that it was him. But people are just saying, hey, if you make such a strong trade so |
| 0:34.1 | quickly before an enormous news event and close it, it seems like you had inside |
| 0:38.7 | information. |
| 0:40.2 | This week in startups is brought to you by PaperOS. |
| 0:44.6 | Building an Empire, PaperOS offers the largest library of AI-driven workflows for both |
| 0:49.8 | founders and fund managers. |
| 0:52.3 | Whether you're raising capital, launching a fund, or waiting through diligence, |
| 0:56.2 | PaperOS unlock simplicity and scale for your ever-growing empire. Claim your $10,000 credit at PaperOS.com |
| 1:04.2 | slash twist. NetSweet. The business landscape is very chaotic right now. That's why you need NetSuite by Oracle. |
| 1:13.7 | Download the CFO's Guide to AI and Machine Learning for free at netsuite.com slash twist. And |
| 1:22.7 | Squarespace. Turn your idea into a beautiful website. Go to Squarespace.com slash twist for a free trial. |
| 1:30.1 | When you're ready to launch, use offer code Twist to save 10% off your first purchase of a website or domain. |
| 1:41.4 | All right, everybody, welcome back to this week in startups. I'm your host, Jason Calacanis. With me, my co-host, Alex Wilhelm is back. I'm back. You're back. Friday, you had a little bit of sick nanny, sick kids, the whole thing. Yeah, it happens three times a year when you get kids. Yeah, it was brutal. We're like 90% healed. We're over the hump. And I'm stoked because, gosh, Jason, it's a busy |
| 2:02.0 | news day. We got a great guest. It's going to be a great show. Awesome. Well, let's just kick off |
| 2:05.9 | with this first show, the first story here, because it's been another 72 hours of chaos. |
| 2:13.8 | Good time to review our rules of Trump, number one. |
... |
Please login to see the full transcript.
Disclaimer: The podcast and artwork embedded on this page are from Jason Calacanis, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of Jason Calacanis and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2025.