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The Digital Contrarian

Ryan Levesque

Strategic Insights for Digital Entrepreneurs Who Think Differently.

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues107Foundeda year agoLast Issue7 days ago
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Latest Issues

How to Go Viral on Substack (In 2026)


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“Strategic Insights for Digital Entrepreneurs Who Think Differently.”

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Everything you need to know about creating a viral piece of content is contained within those two...

7 days ago
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10 Things They Hate About You, AI.


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“Strategic Insights for Digital Entrepreneurs Who Think Differently.”

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Last week I wrote a piece that went viral.

Rainbow colored AI turds were re-shared, re-stacked, a...

14 days ago
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The Shape of Enshittification.


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“Strategic Insights for Digital Entrepreneurs Who Think Differently.”

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It turns out, slop has a shape.

And it’s the reason why AI generated writing sounds the way it do...

21 days ago
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Workslop, Resentment, & The State of AI…


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“Strategic Insights for Digital Entrepreneurs Who Think Differently.”

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We’re officially half-way through 2026…

Can you believe it?!

And over last few weeks…

I’ve been...

a month ago
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Is the Fate of Humanity Hanging in the Balance?


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“Strategic Insights for Digital Entrepreneurs Who Think Differently.”

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Three articles landed in front of me this week…

Three different writers, three subjects with noth...

a month ago
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  • Ryan Levesque

    7x Inc. 5000 Founder ($100M revenue, 2x Exits) and is a 2x #1 national best-selling author featured in the WSJ and HBR. His new book, "Return to Real" (2026), asks: In an age of artificial everything, what if real is the last advantage left?

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