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Explore every episode of the podcast Whoa, Vol. 2: Conversations on AI × Creativity

Dive into the complete episode list for Whoa, Vol. 2: Conversations on AI × Creativity. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

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1–7 of 7

TitlePub. DateDuration
AI Critics Should Do Some Moral Soul-Searching — Venkatesh Rao24 Oct 202501:11:21

In this episode we sit down with writer, theorist, and consultant Venkatesh Rao to talk about authorship, risk, and why AI is pushing us back to a pre-Gutenberg culture. We get into:


  • How “AI alignment” became PR-speak
  • The concept of individual authorship as a very recent invention
  • Treating LLMs as channels for our shared cultural inheritance, not plagiarism machines
  • Why creative work isn’t “labor” and the middle-class myth that effort guarantees economic value
  • Risk as the price of originality and why most AI slop is low-risk human behavior
  • How Venkatesh actually writes with AI and playful “Lego” ideation
  • Why disclosing AI-use in your writing will soon disappear


Whoa Vol. 2

This episode is part of a limited series of ten in-depth conversations put together by sublime.app with some of our favorite thinkers and creatives where we explore how artificial intelligence is changing and challenging creative work.

👉 Get your copy of the zine: https://sublime.app/whoa


Brought to you by Mercury

This interview is made possible by Mercury — business banking trusted by 200,000+ entrepreneurs and hands-down our favorite tool for running sublime.app.


If you’re a founder or business builder of any type and haven’t tried Mercury yet, visit https://mercury.com today.


Disclaimer

Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC.

I Don't Care if a Robot Wrote It. If It's Good, It's Good. — Joan Westenberg17 Oct 202500:58:24

In this episode we sit down with writer and strategist Joan Westenberg to talk about creativity and using AI without losing your humanity. We get into:


  • The essay that blew up: deleting her “second brain” and ditching productivity guilt
  • Human in the loop: why tools are neutral—and responsibility isn’t
  • Joan's AI rule: use it for the stuff you hate (titles, charts, video edits), never for the stuff you love (writing, music)
  • Editors vs. yes-bots: why Joan won’t trust AI for feedback
  • The real fear behind AI backlash: replacement after decades of creative devaluation
  • Choosing friction: manual workflows, single‑purpose tools, and keeping agency
  • Comms without spam: building relationships in a world drowning in AI-generated pitches


Whoa Vol. 2

This episode is part of a limited series of ten in-depth conversations put together by sublime.app with some of our favorite thinkers and creatives where we explore how artificial intelligence is changing and challenging creative work.

👉 Get your copy of the zine: https://sublime.app/whoa


Brought to you by Mercury

This interview is made possible by Mercury — business banking trusted by 200,000+ entrepreneurs and hands-down our favorite tool for running sublime.app.


If you’re a founder or business builder of any type and haven’t tried Mercury yet, visit https://mercury.com today.


Disclaimer

Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC.

How David Perell Uses AI to Unlock His Playful Side10 Oct 202501:01:42

In this episode we sit down with writer Jasmine Sun to talk about:


  • Why beauty and craftsmanship—not AI—are the real story of our time
  • Democratic beauty: why everyday public spaces used to lift the human spirit (and why they don’t now)
  • The “paradox of abundance”: why AI makes the best better and the average worse
  • How David actually writes with AI (hint: it involves Theo Von)
  • Why David decided to end Write of Passage
  • New York vs. LA vs. SF: the unspoken culture war over AI in publishing and entertainment
  • Personalization vs. prose: why he’ll start with deep research before a book
  • Why David's bullish on spirit-lifting, live performance and theater in an AI-saturated world
  • … and more


Whoa Vol. 2

This episode is part of a limited series of ten in-depth conversations put together by sublime.app with some of our favorite thinkers and creatives where we explore how artificial intelligence is changing and challenging creative work.

👉 Get your copy of the zine: https://sublime.app/whoa


Brought to you by Mercury

This interview is made possible by Mercury — business banking trusted by 200,000+ entrepreneurs and hands-down our favorite tool for running sublime.app.


If you’re a founder or business builder of any type and haven’t tried Mercury yet, visit https://mercury.com today.


Disclaimer

Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC.

The AI Debate Is Not About Art, It's About Money — Jasmine Sun03 Oct 202500:49:31

In this episode we sit down with writer Jasmine Sun to talk about:


  • Why AI pushed her to leave Substack and write full-time
  • How she actually uses ChatGPT, Claude, and Gemini (and what each is best at)
  • Why she’s pro-transparency about using AI—even when it upsets people
  • The AlphaGo lesson: letting AI make you more creative, not less
  • The real anxiety underneath “AI ruins art” (it’s economics, not aesthetics)
  • Custom instructions, long-context workflows, and how she summarizes 20,000-word reports
  • Why she thinks AGI is less milestone, more vibe
  • … and more


Whoa Vol. 2

This episode is part of a limited series of ten in-depth conversations put together by sublime.app with some of our favorite thinkers and creatives where we explore how artificial intelligence is changing and challenging creative work.

👉 Get your copy of the zine: https://sublime.app/whoa


Brought to you by Mercury

This interview is made possible by Mercury — business banking trusted by 200,000+ entrepreneurs and hands-down our favorite tool for running sublime.app.


If you’re a founder or business builder of any type and haven’t tried Mercury yet, visit https://mercury.com today.


Disclaimer

Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC.

Quit Optimizing for Algorithms. Make Something Weird — Robin Sloan25 Sep 202501:09:08

In this episode we sit down with Robin Sloan to talk about:


  • What it was like experimenting with GPT back in 2017—and whether he burned out before the hype
  • Why AI writing lacks the density of choices that makes human work feel alive
  • The paradox of AI humor and why real art depends on things being a little weird
  • His shift from online publishing to hand-printed zines—and why “offline math” works better for artists
  • How he actually uses AI for travel and editing, and where it still falls short
  • Why discovery and criticism matter more than ever in the age of algorithms
  • and more


Whoa Vol. 2

This episode is part of a limited series of ten in-depth conversations put together by sublime.app with some of our favorite thinkers and creatives where we explore how artificial intelligence is changing and challenging creative work.

👉 Get your copy of the zine: https://sublime.app/whoa


Brought to you by Mercury

This interview is made possible by Mercury — business banking trusted by 200,000+ entrepreneurs and hands-down our favorite tool for running sublime.app.


If you’re a founder or business builder of any type and haven’t tried Mercury yet, visit https://mercury.com today.


Disclaimer

Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC.

The "Talking Dog" Theory of AI — Seth Godin19 Sep 202500:39:15

In this episode we sit down with Seth Godin to talk about:

  • Why AI is like the weather (and why arguing for or against it misses the point)
  • How he’s gone from 1 hour to 7 hours of daily creativity with AI
  • His “talking dog” theory and why most AI output is still just mayonnaise
  • Why he thinks community will be the scarce thing people actually pay for
  • How he uses Claude and ChatGPT differently—and why he believes Claude is a “close friend”
  • What creators should really be asking: how can AI make my work harder, not easier
  • His prediction for where humans will be in 10 years
  • … and more


Whoa Vol. 2This episode is part of a limited series of ten in-depth conversations put together by sublime.app with some of our favorite thinkers and creatives where we explore how artificial intelligence is changing and challenging creative work.

👉 Get your copy of the zine: https://sublime.app/whoa


Brought to you by Mercury

This interview is made possible by Mercury — business banking trusted by 200,000+ entrepreneurs and hands-down our favorite tool for running sublime.app.If you’re a founder or business builder of any type and haven’t tried Mercury yet, visit https://mercury.com today.

Disclaimer

Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC.

Why Substack's Head of Design Thinks LLMs are Overrated -- Mills Baker04 Sep 202501:11:40

In this episode we sit down with Mills Baker, Head of Design at Substack to talk about:

  • What he's witnessing AI do to Substack's ecosystem of writers and creators
  • How he uses (and doesn't use) AI
  • Why he's bearish on LLMs
  • How Mills sees Substack changing in the coming years
  • Substack’s lead engineer's hot take on how AI impacts timelines of coding projects
  • His prediction for where humans will be in 10 years
  • ...and more


Whoa Vol. 2

This episode is part of a limited series of ten in-depth conversations put together by sublime.app with some of our favorite thinkers and creatives where we explore how artificial intelligence is changing and challenging creative work.👉 Get your copy of the zine: https://sublime.app/whoa


Brought to you by Mercury

This interview is made possible by Mercury — business banking trusted by 200,000+ entrepreneurs and hands-down our favorite tool for running sublime.app.If you’re a founder or business builder of any type and haven’t tried Mercury yet, visit https://mercury.com today.


Disclaimer

Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC.

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