How Grammarly Tricked You Into Paying for Spell Check

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Recommended videos:

https://youtu.be/gMC6YYBmG8o
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Grammarly built a $13 billion grammar-checking empire in a world where every word processor already has a spell check. How?

From targeting broke students first to brute-forcing brand awareness with relentless YouTube ads, Grammarly did everything wrong—yet somehow, it all worked. They even bootstrapped their way to tens of millions in revenue before raising a dime.

But with AI-powered writing tools everywhere, can Grammarly survive? And how have they avoided controversy while thriving in academia and business, unlike other AI-driven platforms?

Let’s break down the four counterintuitive moves that made Grammarly a billion-dollar giant.

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Sidebean makes documentaries about startups, tech, and their impact on society. It is a venture-backed company that helps other startups navigate the complicated road to success. They love to cover stories around business, startups, and tech, trying both to teach and entertain.

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Disclaimer: This podcast is an independently produced audio adaptation of content originally shared by Sidebean. It was created by a fan who appreciates Sidebean’s thoughtful storytelling and wanted to make these ideas more accessible for audio-focused listeners. This is not an official production of Sidebean, nor is it affiliated with or endorsed by the channel. All rights to the original video content belong to Sidebean. If you are a representative of Sidebean and have any questions or requests, please feel free to reach out.

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