Think about things like contractor.com or oranges.com. The more generic you go, the better off you will be. Why? Research has shown that Google likes generic names, so any company selling oranges may, for example, want the oranges.com domain name. If you own that name, you can set the asking price for it. Sounds great, right? There arejust a few things you have to think about first.
The third option is the one that's the most time consuming but also has its benefits. It's like having a successful restaurant and buying another restaurant and operating them simultaneously. They're not the exact same restaurant, but both are popular in their own right and make you money. The same goes for Option #3. You could update the content on the old domain and sell the same products that you're selling on your current site. If you can get both sites to rank alongside each other in the SERPs, you're increasing your conversion chances and sales potential.
Aside from places where you buy and sell domain names, there are some companies around that support the business of domain flipping. GoDaddy is one of the bigger names out there that does. There, you can not only trade domain names but also park those you’ve bought. The buying, parking and selling is relatively painless and all you must give up is a small percentage of your selling price.
Know your rights under the Anti-cyber squatting Consumer Protection Act (ACPA). This is the main federal law that deals with domain name trademark disputes. These distinctions are still a legal gray area, and being able to make these claims is no guarantee you will win a case. You should consult with a copyright lawyer to help determine the validity of your defense. If you are accused of cybersquatting, you may be able to keep your domain if you can make any of the following defenses in court:
Unfortunately, most domain names take at least a couple of months to sell, especially without an attached website. Thus, there is no need to become discouraged if your domain name does not sell immediately. Most people make the mistake of quitting their domain speculation endeavor after waiting for several months to sell without success. In reality, domain name squatting can be just as profitable, and it is a valid form of long term investing.
Choose Niches that make money: People will buy a website domain if they think they can use it to make money. So buying popular phrases/words that could be associated with selling something like computers(.com) or hotels(.com) could be used by a company to sell computers or hotel reservations. However, something like Warof1812(.com) may not have the same business potential.
I OWNED DOMPERIGNON.ORG, incredible, but true.  Lost it, back in the days when internet in India was not a readily accessible utility. And I was a casual domainer.  You had to go to a cybercafe. Did that late in the day, towards the expiry of the domain. No chance of renewal. The domain is now with the owners of Dom Perignon and is redirected to domperignon.com! 
Joe Styler serves as product manager for the aftermarket at GoDaddy. He’s responsible for marketplace products including any purchase, sale, or monetization of a domain name. During his nine-year tenure at GoDaddy Joe has served in a variety of directorial and supervisory roles. His passion is seeing his customers become successful in their business goals when using the aftermarket. He has been interested helping people with transactions on the Internet for more than 20 years. Joe received his B.A. from Moody Bible Institute in Chicago, and his Masters in Divinity from Gordon Conwell in Massachusetts.
This is similar to house flipping, where a home is purchased and fixed up in order to sell for a quick profit. Unlike house flipping, however, there is essentially nothing to be done with the domain name in order to increase its value. Therefore, the key to a successful domain flip is being in the right place at the right time in order to acquire a valuable domain name before it is given a premium price.
Internet users, who try to find expired domains and re-register them, will soon discover that this plan cannot be manually accomplished. Professional domain traders are familiar with the registry deletion process and rely on sophisticated algorithms that indicate when a domain is about to become available. Deletion lists are the result of this research. You can find many datasets online with domains that have already become available or will soon be. You often have to pay to be able to see this information.
Use escrow services for direct sales. When you are dealing directly with the buyer, make sure that any money that is transferred goes through an escrow service. This will ensure that all checks clear and that you aren't left with a bounced check and no domain. Escrow services may add a few days to a sale and cost you a percentage, but they can save you a lot of heartache.
Premium Domain names are domains that are already registered, but are available for sale at a higher price. Sometimes it will be an individual selling the domain, or it could be the domain registry (Like Donuts Inc. or Radix) selling their top quality inventory at a higher price point. These domains can be priced anywhere from a couple extra bucks to millions, depending on the domain name, the level of interest, or the amount of traffic it organically receives.
2) prerelease auctions.  These are domains where the auction venue has contracted with the registrar, like Fabulous or Moniker, to auction off non-renewed domains.  Just before a domain enters the pending delete process, it goes to a private auction to any person who has backordered the name.  Some people feel that back links on these type of auctions still provide a SEO benifit. My testing indicates that there is zero SEO benifit when these domains are redirected into another site.  So if you get a domain with "pink squirels" in a lot of achor text to a domain and then point it at your domain, you don't rank for "pink squirels"
Once you’ve settled on some domain name ideas, you can head over to a bulk domain search tool such as DynaDot’s to mass check all the names against different TLDs. When you’ve found one (or a few) good candidates, you can simply go ahead and register them for approximately $10 each. The next step would then be to market them. Then finally, it’s a waiting game.
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