Be extremely cautious while communicating with the owner. Even if you casually agree to buy the domain via email, the communication might be used against you in court as a legally-binding contract should you change your mind. Until you’re absolutely certain that you want to make a deal, agree to buy the domain provided that all the terms are agreeable. This will leave you an escape hatch if things go south.

Avoid having numbers in your domain name. People can get confused about whether the numbers is a digit (3) or a word (three). If you want a number in your domain name because there’s a number in your company name, buy both versions (digit and word) and redirect one to the other. Be especially wary about using the number “0” in a domain name as people may see it as the letter “O.”
Even if the term isn’t trademarked, don’t buy domains that are just a variation of another domain name. This means avoiding plurals if the singular is taken (mediatemple.net vs. mediatemples.net), hyphenating a phrase (media-temple.net), or adding “my” or some other preposition (mymediatemple.net). Alternately, you might consider buying these variations yourself and set them up so that if someone types one of the variations, they are redirected to your main site.
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