If you buy keyword specific domains, you're really buying the type in traffic.  I use the URL builder and redirect through that URL so you can see how much traffic your getting from the keyword domain.  There seems to be no rythme or reason to what keyword domains deliver traffic and what don't.  By tracking traffic with the Google URL builder you get a feel for what names are giving you traffic and which are not. ie. the plural, the singular, two words, three words, the possessive, etc.
One big tip is to find a domain that someone can make money with. If you only owned that 1 domain, could you earn a living? This helps you focus on the top 1% of domains and ignore the junk that you will struggle to resell. You must get this right because domaining can bankrupt you fast if you buy the wrong domains. Godaddy is also great for grabbing expiring domains for much less.
There's a lot of guesswork that goes into domain name investing. It's not enough to purchase domain names that are currently popular. Just like a stock, coming too late to the game won't be profitable. You have to think of the future, instead. What domain names might be profitable in the future? Is there a new product or service that may become a huge hit? Where is the future headed?
This is similar to house flipping, where a home is purchased and fixed up in order to sell for a fast 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 higher price.

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! 
Those trading domains for commercial purposes are generally on the prowl for lucrative domain endings. There are essentially two different ways traders go about making money off of domain names. One method entails purchasing already established names for a low price and selling them for a profit later once their value has increased. Another strategy involves buying and registering a domain that is thought to possess a high sales potential. Many domain traders use backorder services. These services automatically register a domain when one becomes available or is deleted (what are known as expired domains).
There’s an important distinction to make here between domain flipping and website flipping. The latter mainly refers to buying and selling full websites. By full websites, I mean websites that actually have content and more often than not have traffic and revenue. When buying and selling websites, the domain name matters less as the main value there is the content, traffic, revenue, history/reputation, sustainability and growth opportunities. The same can’t be said for domain names where you’re just selling “the name” and hence it’s all that really matters.
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