Slack’s troubles inside Salesforce, crypto trader gets jail time, DoNotPay’s robo-lawyer | E1655
This Week in Startups
Jason Calacanis
4.2 • 1.4K Ratings
🗓️ 11 January 2023
⏱️ 76 minutes
🧾️ Download transcript
Summary
First up, J+M cover the problems at Slack and Salesforce (3:00), before breaking down the anti-competitive issues with bundling software to harm competitors. (13:34) Then, they talk about the comeuppance from "A-players" regarding the lack of efficiency in big tech (26:35), a 10-month jail sentence for crypto inside trading (39:52), and DoNotPay's AI-based robo-lawyer taking a case! (51:14)
(0:00) J+M tee up today's topics!
(3:00) Breaking down the recent rift between Slack and Salesforce
(12:00) AgeTech Collaborative - Find out more and apply at https://agetechcollaborative.org/twist
(13:34) Issues with bundling, did Salesforce overpay for Slack?
(25:00) AgeTech Collaborative - Find out more and apply at https://agetechcollaborative.org/twist
(26:35) Lack of efficiency as a lightning rod at big tech companies, management styles
(38:22) Nutrisense - Use code TWIST and get $30 off at nutrisense.io/twist
(39:52) The brother of a former Coinbase PM was sentenced to 10 months in prison for using tips from his brother to make $900K
(51:14) DoNotPay's robo-lawyer will be used in a court case, OpenAI will pilot a paid version of ChatGPT
(1:06:51) Jason ends with an emotional video from Ke Huy Quan's Golden Globes acceptance speech
FOLLOW Jason: https://linktr.ee/calacanis
FOLLOW Molly: https://twitter.com/mollywood
Subscribe to our YouTube to watch all full episodes:
https://www.youtube.com/channel/UCkkhmBWfS7pILYIk0izkc3A?sub_confirmation=1
Transcript
Click on a timestamp to play from that location
| 0:00.0 | All right, welcome back everybody. It's Wednesday and we got a good show for today at the end of |
| 0:06.6 | the show. I'm going to talk about a video clip that made me cry last night and we'll see if it |
| 0:13.2 | makes Molly cry today. I don't know if it's going to or not, but I have my tissue box. You're |
| 0:17.9 | ready to go, but I think I might make it a little bit. You do not want to take the under on this |
| 0:22.4 | bet. However, we'll see. We'll see. There's news to yeah, we're going to talk about the drama |
| 0:27.8 | going on at Slack, get a little deeper into what may have happened with the Slack Salesforce |
| 0:32.4 | culture integration and I'm a little deeper into whether bundles are the king of a downturn or |
| 0:38.4 | just unfair business practice. And we've been talking about the malfeasance and fraud in crypto |
| 0:44.8 | for a decade here on the show. And we speculated, hey, the speeding tickets that we saw Kim Kardashian |
| 0:51.7 | Floyd Mayweather get and some, you know, light action would eventually result in the perp walks |
| 0:57.9 | in people actually doing prison time today. We're going to talk about the brother of a coin |
| 1:03.7 | base manager getting 10 months in the big house for insider training front running the market. |
| 1:09.6 | And I think this is my theory. This is the minnow, then they get the tuna and then they get the big |
| 1:15.1 | sharks and the wells. This is part of the process of flipping up to get the bigger fraudsters in |
| 1:20.8 | crypto. And so I'm back with Fred being maybe perhaps the ultimate well. So yeah. And then on |
| 1:26.3 | big news, AI watch, we live in the future as AI starts to potentially become people's lawyers |
| 1:33.5 | in the courtroom. And then we'll talk more generally about what that could mean for overhauling |
| 1:37.8 | the legal profession and people's access to justice because my god, our things moving fast in the AI |
| 1:44.6 | I mean, if you ask chat GPT to defend you in court, would that be better or worse in the next |
| 1:51.7 | five years than having the average public defender or an interesting question? Exactly. We do |
| 1:57.1 | a better need denied access to that at all. Yeah, it's anyway, it's going to be and then of course |
| 2:02.5 | we wrap with that wholesome weeper of a moment. Oh, well, we'll see. We'll see. It's going to be |
... |
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 2026.