The new rules for hiring, building, and betting on AI | This Week in AI E002

The new rules for hiring, building, and betting on AI | This Week in AI E002

From This Week in AI by Jason Calacanis

February 25, 2026 · 1h 28m · Episode 2

About this episode

Jason Calacanis discusses the evolving landscape of AI hiring and automation with founders Tanay Kothari and Richard Socher.

Jason Calacanis sits down with two founders building at the frontier of AI products and infrastructure: Tanay Kothari (Wispr Flow) and Richard Socher ( You.com & AIX Ventures). They dig into the Citrini "doom post" that rattled markets, the real economics of automation waves, and how AI-first teams are being rebuilt from the ground up. We explore how the agentic shift is reshaping companies, costs, and careers: The AI Doom Post Debunked: Why the viral Citrini Substack predicting 10% unemployment and an S&P crash is completely wrong. AI-First Hiring: How Wispr Flow shipped their #1 Android voice app with one engineer running ten Claude agents simultaneously — and stopped hiring junior developers entirely. Customer Support at Scale: How Wispr went from needing 200 support agents to 4 by automating 15 distinct support loops, from bug tickets to product feedback. The Cognitive Surplus: Why automation doesn't destroy jobs, it creates the next wave of businesses nobody has predicted yet. Open Source vs. Closed Models: Why DeepSeek forced every major lab to innovate faster, and how Wispr built its own 90% gross margin voice model by starting on open source. Taiwan…

People in this episode

Host: Jason Calacanis

Guests: Tanay Kothari, Richard Socher

Topics covered

  • AI hiring practices
  • automation in business
  • AI product development
  • economic impact of AI
  • customer support automation
  • open source vs closed models
  • chip manufacturing risks

Keywords

  • AI
  • automation
  • hiring
  • customer support
  • open source
  • DeepSeek
  • Citrini
  • Taiwan
  • chip risk

Mentioned in this episode

Organizations: Wispr Flow, You.com, AIX Ventures, Citrini, DeepSeek, Apple

Products: Mac Mini, Claude, OpenClaw

Places: Taiwan, TSMC

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