
SUMMARY
In this episode, Jeremy and Jim explore whether today’s top AI tools—ChatGPT, Gemini, and Claude—are ready to tackle middle management jobs. Inspired by a real-world interview experiment from Tom’s Guide, they break down which chatbot aced the interview and what it means for hiring in small and mid-sized businesses. Along the way, they cover AI-generated social hierarchies in virtual towns, big tech’s stake in the Claude ecosystem, and how SMBs can use AI to simulate interviews or streamline HR tasks. This episode blends insight with humor as it questions how far automation can—and should—go in replacing the human touch.
THE AI JOKE
I told my chatbot it was overqualified for the job — it said, ‘That computes.’
TAKEAWAYS
RESOURCES AND TOOLS
CHAPTERS
00:00 – AI Joke: “That computes.”
00:14 – Virtual AI towns and emergent social behavior
01:47 – AI bots forming hierarchies and social roles
03:03 – Amazon and Google’s deep investment in Anthropic
05:02 – SMB takeaways from Big Tech AI ecosystems
07:04 – Why ChatGPT, Gemini, and Claude were interviewed
08:10 – Claude “gets hired” – what it got right
10:01 – AI interview simulation as a tool for SMBs
13:15 – How to build your own AI-powered interview simulator
14:37 – Final takeaways: augmenting, not replacing, human judgment
15:58 – Blind spots, bias, and the need for human oversight
16:51 – Real-world use case: AI for first-round hiring at Polarity