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Longtime wine critic fortified her media site’s future with a sale

A woman with shoulder-length hair and glasses, wearing a blue top, is seated at a wooden bar with several wine glasses in front of her, suggesting she may be a wine connoisseur or critic.
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Worried about the rise of artificial intelligence, he sold an SEO content agency for $850,000

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She was ready to sell her wedding site — so she emailed David’s Bridal CEO

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He bought a domain for $304.58. Two years later, he sold the content site for $115,000

A man faces the camera with a beard and hand on his chin.
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He was determined to build software, but finally found traction with a niche content site

A man smiles at the camera, wearing a white t-shirt, seated in a restaurant with a cozy, industrial-style interior.
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How this cyclist avoided a ‘real job’ and built his blog for 12 years before selling

A man riding a bike on a rocky trail.
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He bootstrapped a personal finance website, and ended up selling it for $5.8 million

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A “finance guy” built an investing newsletter, sold it to a sports brand – then bought it back

AJ Glagolev (content), Nick Ellis (content), Tyler Morin (CEO), Ian Barto (VP Sales), The Water Coolest team