Creating Great Content in the Age of AI

Tom Guthrie

Tom Guthrie

The AI slop machine is full steam ahead, but attention is scarcer than ever. The stuff that still moves people looks the same as it always has: fun, opinionated, and unmistakably human. To win the content game, communities, media companies, and brands must venture to the extremes of the content barbell, doubling down on either IRL or AI-generated content using data only they have on their audiences.

“Good Enough” is no longer good enough (and hasn’t been for a long time)

Generative AI has pushed the marginal cost of producing competent text, images, audio, and video to (almost) zero. When mediocre becomes ubiquitous, it also becomes valueless - just ask all of the digital-first publishers that have gone out of business. That’s why fun, opinionated, human-centered pieces are gaining value and status. If your brand voice can be mistaken for ChatGPT with a thesaurus, the algorithms will treat it accordingly.

Smart media producers are spending most of their time at the extreme ends of the content barbell:

  • The Ultra-Human: live events, documentary-style video, personality-driven podcasts and other creations that broadcast unique talent, taste, or access.
  • The Ultra-Personal: AI-generated content enhanced with data that only you have: newsletters that know the reader’s job title (and contain your company’s earned insights on that job title), Slackbots that surface the perfect quote from your community, or personalized videos based on your member’s interactions over their lifetime with you.

Everything in the middle, including generic blog posts and snoozefest webinars that are little more than thinly-veiled sales pitches, is getting squeezed as supply explodes. The more “human” the asset, the more defensible; the more “AI-personalised,” the more irreplaceable it feels to the individual.

IRL & Video

In-person gatherings and long-form video remain the hardest for competitors (and for AI) to replicate, so they hold premium strategic value. A conference, a dinner series, or an engaging mini-documentary blends scarcity (time, location, craft) with social proof. When budgets tighten, these assets keep audiences engaged (and, therefore, advertisers spending) because they deliver differentiated emotions and memories, not just information.

Text Is a knife fight, so execute with volume + quality

Social media algorithms, and their successors, the LLMs, reward feedback loops, not isolated masterpieces. Volume leads to more feedback, which leads to higher quality, which leads to better performance, which results in more revenue. That flywheel means the winner isn't the genius who publishes once a quarter; it’s the organization that ships, measures, iterates, and repeats daily. However, since volume is easier to produce now than ever, the volume needs to be married with quality. Easier said than done. In practical terms, there are a few things you can do to stack the deck in your favor:

  • Atomize every tent-pole asset into a dozen derivatives: shorts, threads, tweets, etc. (this is another reason why IRL and video are particularly powerful - it’s easier to create high quality derivatives from them)
  • Treat distribution channels (LinkedIn, TikTok, Slack, email) as laboratories
  • Use a combo of data + gut feel (assuming your gut is good) to decide which angles deserve deeper investment

Three Qualities Every Hit Shares

Across genres and generations, breakout pieces share a DNA of being:

  1. Information-Dense: They contain a lot of information in a compact package
  2. Emotionally Resonant: They make you feel seen, or stir your passions
  3. Unusual: They take you out of the everyday

You can’t expect everything you produce to meet all three of this criteria, but if you find yourself straying too far from these qualities, you’ll likely find performance falling.

Why this matters for your business

  • Sponsors want special: Multi-touch community partnerships beat single-shot event booths (or, even worse, impersonal display ads)
  • LTV rises when you double down on identity: The more your content feels like your audience, the more they’ll spend
  • Margin rises with repurposing: A single IRL session can spawn dozens of assets, which drives down content production costs and increases margins

Looking ahead

AI will only get better at the middle of the content barbell. If you focus on the ultra-human and the ultra-personalized, you’ll be able to create something that still deserves the attention of your audience. Ultimately, the only way to sustainably win in an environment that seems to be changing every day is to know your audience better than anybody else by collecting data and investing more in real, personal relationships at the same time. 

As AI floods the web with generic content, brands must stand out by focusing on two extremes: ultra-human (live events, video, podcasts) and ultra-personalized AI content powered by proprietary data. Mediocre, middle-of-the-road content is being ignored. Winning strategies combine high-volume, high-quality output with emotional resonance and uniqueness. IRL experiences are especially valuable for generating scalable, defensible content. To stay ahead, know your audience deeply and double down on identity-driven, repurposable content.

Tom Guthrie

Co-Founder & CEO

Creating Great Content in the Age of AI

As AI floods the web with generic content, brands must stand out by focusing on two extremes: ultra-human (live events, video, podcasts) and ultra-personalized AI content powered by proprietary data.

June 13, 2025

Block Quote

I spent the day yesterday at Club Microsoft (aka Microsoft’s yearly developer conference, Build): a packed purple-lit rave, filled with event staff waving glow sticks like air traffic controllers, playing music so loud I could feel my chest cavity vibrating to a four-on-the-floor remix of Neil Diamond’s “Harvest Moon.”

Halfway through the set, CEO Satya Nadella stepped onto the keynote stage and shipped a live commit with GitHub Copilot Agent. Later, Kevin Scott, Microsoft CTO, laid out a manifesto for the “agentic web”: an open internet with agents talking to agents the way browsers talk to servers.

Here’s the thing about Club Microsoft: It’s the busiest club in AI, millions of users deep, but nobody in the hype cycle brags about going. It’s also quietly the center of the whole ecosystem: The company owns a sizable chunk of OpenAI and has its plumbing wired into hundreds of millions of consumer desktops and enterprise customers.

For me, it’s a can’t-miss invite. Here’s what one of tech’s all-time biggest producer of mainstream hits had to say about AI:

Agents are here, but in order to be useful they need access—access to your computer, to other apps, to other agents, and to the internet.

You know when someone important is standing next to you, and you feel like you should make conversation?

But it feels like there’s a force field between the two of you, so you say to yourself, “No, I shouldn’t bother them,” but then you think, “I’m about to interview him on my podcast—this is my goddamn job,” but then your brain feels like a vast empty landscape ringed with a tall electrified fence reading “NO INTERESTING THOUGHTS ALLOWED” and you feel like you couldn’t even remember your name if you wanted to?

Anyway, I was standing in the personal space of Microsoft CTO Kevin Scott, waiting the interminable minutes until we could start recording, when my producer Vivian noticed a white bag on the table in the middle of the table where we’re about to shoot.“Can we move this bag? Whose bag is this?” I asked with an air of authority, grateful to have something to do.

I assume it’s very-nice-and-impeccably-dressed-Bonnie-from-PR’s bag. Wrong. “That’s Kevin’s,” she says. “He makes bags. He made this one.”It’s Kevin’s bag. But it’s also Kevin’s bag.“Have you ever thought about starting a D2C brand and selling these?” I say, glad to finally have something relevant to say.“I do,” said Kevin Scott, Microsoft CTO. “I’m on the Shopify board, so I figure I should use the product.”

This, I think, is the perfect encapsulation of Kevin Scott, Microsoft CTO. Like some sort of homespun Adam Savage meets Barbarians at the Gate. He’s just a regular guy who makes bags and ceramics in his spare time, recognizes by sight the make and model of the boom mics your crew is using, and waxes poetic about the time he used to be into portrait photography. He’s also quietly architecting the biggest AI infrastructure and ecosystem in the world.

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Ideal Community Business

The “Ideal Community Business” framework outlines how communities can scale into high-margin, defensible businesses. Success hinges on four goals: being the largest and most valuable in their niche, generating over 50% of revenue through recurring sources, achieving 50%+ EBITDA margins, and maintaining diversified revenue streams. Value is created across four core pillars—Relationships, Identity, Compensation, and Information (RICI)—which align with common community revenue models like memberships, events, training, and sponsorships. Community leaders can use this framework to build more sustainable, predictable, and valuable businesses.

Creating Great Content in the Age of AI

As AI floods the web with generic content, brands must stand out by focusing on two extremes: ultra-human (live events, video, podcasts) and ultra-personalized AI content powered by proprietary data. Mediocre, middle-of-the-road content is being ignored. Winning strategies combine high-volume, high-quality output with emotional resonance and uniqueness. IRL experiences are especially valuable for generating scalable, defensible content. To stay ahead, know your audience deeply and double down on identity-driven, repurposable content.

As AI floods the web with generic content, brands must stand out by focusing on two extremes: ultra-human (live events, video, podcasts) and ultra-personalized AI content powered by proprietary data. Mediocre, middle-of-the-road content is being ignored. Winning strategies combine high-volume, high-quality output with emotional resonance and uniqueness. IRL experiences are especially valuable for generating scalable, defensible content. To stay ahead, know your audience deeply and double down on identity-driven, repurposable content.

Tom Guthrie

Sylva

Co-Founder & CEO

Creating Great Content in the Age of AI

As AI floods the web with generic content, brands must stand out by focusing on two extremes: ultra-human (live events, video, podcasts) and ultra-personalized AI content powered by proprietary data.

June 13, 2025

The AI slop machine is full steam ahead, but attention is scarcer than ever. The stuff that still moves people looks the same as it always has: fun, opinionated, and unmistakably human. To win the content game, communities, media companies, and brands must venture to the extremes of the content barbell, doubling down on either IRL or AI-generated content using data only they have on their audiences.

“Good Enough” is no longer good enough (and hasn’t been for a long time)

Generative AI has pushed the marginal cost of producing competent text, images, audio, and video to (almost) zero. When mediocre becomes ubiquitous, it also becomes valueless - just ask all of the digital-first publishers that have gone out of business. That’s why fun, opinionated, human-centered pieces are gaining value and status. If your brand voice can be mistaken for ChatGPT with a thesaurus, the algorithms will treat it accordingly.

Smart media producers are spending most of their time at the extreme ends of the content barbell:

  • The Ultra-Human: live events, documentary-style video, personality-driven podcasts and other creations that broadcast unique talent, taste, or access.
  • The Ultra-Personal: AI-generated content enhanced with data that only you have: newsletters that know the reader’s job title (and contain your company’s earned insights on that job title), Slackbots that surface the perfect quote from your community, or personalized videos based on your member’s interactions over their lifetime with you.

Everything in the middle, including generic blog posts and snoozefest webinars that are little more than thinly-veiled sales pitches, is getting squeezed as supply explodes. The more “human” the asset, the more defensible; the more “AI-personalised,” the more irreplaceable it feels to the individual.

IRL & Video

In-person gatherings and long-form video remain the hardest for competitors (and for AI) to replicate, so they hold premium strategic value. A conference, a dinner series, or an engaging mini-documentary blends scarcity (time, location, craft) with social proof. When budgets tighten, these assets keep audiences engaged (and, therefore, advertisers spending) because they deliver differentiated emotions and memories, not just information.

Text Is a knife fight, so execute with volume + quality

Social media algorithms, and their successors, the LLMs, reward feedback loops, not isolated masterpieces. Volume leads to more feedback, which leads to higher quality, which leads to better performance, which results in more revenue. That flywheel means the winner isn't the genius who publishes once a quarter; it’s the organization that ships, measures, iterates, and repeats daily. However, since volume is easier to produce now than ever, the volume needs to be married with quality. Easier said than done. In practical terms, there are a few things you can do to stack the deck in your favor:

  • Atomize every tent-pole asset into a dozen derivatives: shorts, threads, tweets, etc. (this is another reason why IRL and video are particularly powerful - it’s easier to create high quality derivatives from them)
  • Treat distribution channels (LinkedIn, TikTok, Slack, email) as laboratories
  • Use a combo of data + gut feel (assuming your gut is good) to decide which angles deserve deeper investment

Three Qualities Every Hit Shares

Across genres and generations, breakout pieces share a DNA of being:

  1. Information-Dense: They contain a lot of information in a compact package
  2. Emotionally Resonant: They make you feel seen, or stir your passions
  3. Unusual: They take you out of the everyday

You can’t expect everything you produce to meet all three of this criteria, but if you find yourself straying too far from these qualities, you’ll likely find performance falling.

Why this matters for your business

  • Sponsors want special: Multi-touch community partnerships beat single-shot event booths (or, even worse, impersonal display ads)
  • LTV rises when you double down on identity: The more your content feels like your audience, the more they’ll spend
  • Margin rises with repurposing: A single IRL session can spawn dozens of assets, which drives down content production costs and increases margins

Looking ahead

AI will only get better at the middle of the content barbell. If you focus on the ultra-human and the ultra-personalized, you’ll be able to create something that still deserves the attention of your audience. Ultimately, the only way to sustainably win in an environment that seems to be changing every day is to know your audience better than anybody else by collecting data and investing more in real, personal relationships at the same time. 

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