June 19, 2025

Insiders React: Sam Altman’s 'Gentle Singularity' + Workplace AI at an All-Time High, Meta's $30B Scale AI Acquihire

Insiders React: Sam Altman’s 'Gentle Singularity' + Workplace AI at an All-Time High, Meta's $30B Scale AI Acquihire

Is AI about to transform the world… gently? Sam Altman says yes, but are we being lulled into complacency while the real risks go unchallenged?


Startups everywhere are rushing to embed AI into their workflows, but few understand just how flawed that human-AI interaction can be. From broken prompting to billion-dollar power plays, the future of AI in business is murkier than it looks.


In this episode, Chris Saad and Yaniv Bernstein break down the most urgent developments in AI and what they mean for founders and operators. They unpack Sam Altman’s “Gentle Singularity” vision, dive into Meta’s stealthy acquisition of Scale AI, and discuss a shocking study revealing that human-AI collaboration may be doing more harm than good, especially in healthcare and the workplace.


In this episode, you will:

  • Understand why Sam Altman thinks AI’s future will be “gentle”—and what he might be downplaying
  • Learn how Meta quietly bought 49% of Scale AI to outflank OpenAI and Google
  • Explore the real-world risks of bad prompting and how it derails AI’s accuracy
  • Uncover why AI literacy is now a critical skill for startups and employees alike
  • Examine why Slack is locking down chat data—and what that means for workplace AI tools
  • Hear how OpenAI talent is resisting $100M offers from Meta, and what that says about culture vs. cash
  • Discover the hidden trade-offs in AI alignment and whether “good enough” is actually enough


The Pact

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Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A

The Startup Podcast website: https://www.tsp.show/episodes/


Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/


Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/