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It almost never makes financial sense to sell a website, at least for me. Especially for adult with people offering as little as 6 months vs the 24-36 you can get for a mainstream site.
None of the websites I've sold have died after the sale. In fact all of them have increased revenues with no extra input from the buyer.
One site I sold through a contact met here in 2014 was earning 1500 a month. After the sale it increased to 4500 a month. It's still going strong now. It ranked well for some important key words an it still ranks now. Strong SEO I guess. If I knew it would increase that much I wouldn't have sold, but oh well. I paid off a $10,000 loan with the sale. At the time that seemed like a good idea.
I sell for various reasons. Boredom, need a lump sum for a major purchase, have too many sites, want to get start up money for a new idea, etc. My adult sites are the biggest earners, but I often think about getting out of the game all together and just going into full retirement. The problem is I don't think I could offload them for anything approaching a reasonable price. Like you said, why would anyone sell a site making $5000 a month steadily for $30,000?
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