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The AI Desk

The AI Desk

Written by: Rowan Hale
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The AI Desk is your twice-weekly briefing on AI, technology, startups, enterprise software, automation, and the future of work. In 15 minutes, we break down the moves shaping markets: AI agents, automation, SaaS economics, platform shifts, regulation, and emerging power centers. For founders, operators, investors, and anyone tracking where the world is actually going. Sign up for the AI Desk Weekly Brief https://mailchi.mp/entrepreneurdex/ai-desk-newsletter-sign-upRowan Hale
Episodes
  • The AI Middle Class Is Disappearing
    May 7 2026

    What happens when AI wipes out the entire middle layer of companies—and jobs?

    What happens when AI stops being a tool—and starts replacing entire layers of the economy?

    In Episode 33 of The AI Desk, Rowan and Naya break down a major shift happening right now: the disappearance of the AI “middle class.” As foundation model companies like OpenAI, Google, and Microsoft rapidly absorb features and workflows, entire categories of startups—and jobs—are being squeezed out.

    From collapsing SaaS business models to AI replacing middle management and coordination roles, this episode explores how consolidation is reshaping power in the tech industry. The result? A future where only niche creators and massive platforms thrive—while everything in between gets compressed.

    If you want to understand where AI is really heading—and who wins next—this is the signal you can’t afford to miss.

    In this episode:

    • AI consolidation and the collapse of mid-tier startups

    • How foundation models are absorbing entire product categories

    • Why “thin layer” AI companies are at risk

    • The compression of jobs and the shrinking middle layer of work

    • AI replacing coordination and middle management roles

    • The shift from tools to AI as behavioral infrastructure

    If AI keeps consolidating power at the top, what happens to everyone in the middle?

    ---

    🎧 The AI Desk explores the future of artificial intelligence — and the ways it's already shaping everyday life.


    Sign up for the AI Desk Weekly Brief: http://eepurl.com/jyxdJs

    Hosts: Rowan Hale & Naya Brooks

    Rowan Hale explores the structural forces reshaping technology, business, and global markets. As host of The AI Desk, Rowan brings clarity to the signals that matter most.

    Naya Brooks is the sharp-witted co-host who challenges every headline and keeps the conversation grounded in what matters to real people.

    artificial intelligence, AI tools, AI builders, future of work, no code, productivity, tech trends, startups, innovation, digital creators

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    8 mins
  • The AI Tipping Point — Faster, Smarter, Riskier
    May 3 2026

    Are we already past the point where AI changes everything?

    In this episode of The AI Desk, Rowan and Naya break down what it actually means to hit an “AI tipping point”—and why this moment feels different from every wave of technology before it.

    From agents running workflows to AI designing chips and shrinking teams, the shift isn’t happening in one place—it’s happening across the entire stack at once. And that’s what makes it hard to see… but impossible to ignore.

    This isn’t about one breakthrough.

    It’s about everything accelerating at the same time.

    The question is no longer if AI will reshape how we work.

    It’s whether we’ve already crossed the line where there’s no going back.

    Stay aware. Stay sharp. Stay curious.

    ---

    🎧 The AI Desk explores the future of artificial intelligence — and the ways it's already shaping everyday life.


    Sign up for the AI Desk Weekly Brief: http://eepurl.com/jyxdJs


    Hosts: Rowan Hale & Naya Brooks

    Rowan Hale explores the structural forces reshaping technology, business, and global markets. As host of The AI Desk, Rowan brings clarity to the signals that matter most.

    Naya Brooks is the sharp-witted co-host who challenges every headline and keeps the conversation grounded in what matters to real people.


    artificial intelligence, AI tools, AI builders, future of work, no code, productivity, tech trends, startups, innovation, digital creators

    Show More Show Less
    7 mins
  • The More You Use AI… The Less You Like It?
    May 2 2026

    The more young people use AI… the more they seem to hate it.

    In this episode, Rowan and Naya react to a Verge article exploring why Gen Z’s opinion of AI is getting worse—even as usage increases.


    From fears about job loss to the growing stigma aro

    und “cheating,” they break down why more exposure to AI isn’t leading to more trust.

    Is this just a phase… or something deeper?

    In this episode:

    • Why Gen Z is turning against AI

    • AI and job anxiety for younger workers

    • The stigma of using AI at school and work

    • Why using AI can feel like cheating

    • How more AI usage reveals its flaws

    The more we use AI… are we supposed to like it more—or question it more?

    ---

    🎧 The AI Desk explores the future of artificial intelligence — and the ways it's already shaping everyday life.


    Sign up for the AI Desk Weekly Brief: http://eepurl.com/jyxdJs


    Hosts: Rowan Hale & Naya Brooks

    Rowan Hale explores the structural forces reshaping technology, business, and global markets. As host of The AI Desk, Rowan brings clarity to the signals that matter most.

    Naya Brooks is the sharp-witted co-host who challenges every headline and keeps the conversation grounded in what matters to real people.


    Sponsor: MadChita music' s new WTF (Where's the Forest) album. Visit madchita.com


    artificial intelligence, AI tools, AI builders, future of work, no code, productivity, tech trends, startups, innovation, digital creators

    Show More Show Less
    5 mins
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