If you know how to get websites to page one, why are you not marketing that fact to potential clients and consumers or would-be domain purchasers? Trying to get a keyword driven domain to rank high and sell it off for a profit isn't a good investment, either time wise or for the long-term success of your company. Instead, use sites that you have already ranked high as an example of how awesome you are and sign them up for a monthly fee, rather than trying to sell them a "make money now" domain.

When you are selling a domain name, you don’t want to suffer because of failed transactions or being tricked by defaulters. Safeguard your monetary dealings; the best way to do this is to take the help of a secure domain transfer and escrow service. The escrow system is highly beneficial because a buyer has to deposit money at the trusted source prior to purchase, and the dealing between a buyer and a seller takes place through a secure domain transfer and escrow service. This makes the transaction safer for both parties with the involvement of a neutral third party.
Park the domain with a domain parking service. Since you may not have content to put on the site, a parking service puts up a dummy page with ads. When people visit and click on the ads, that's money for you. This method works best with popular keyword domains that get lots of traffic. In most cases, you will not have control over what ads appear on your domains.[5]
It’s also not so easy to manually re-register. This is due to backorder providers which are paid to keep an eye on expiring domains over a certain period of time and then register them for the customer as soon as they become available. Promising expired domains are therefore usually sold before they have a chance to be put back on the registry menu for the public to look through.

Thanks for the great review on domain flipping. I could definitely see myself getting into domain flipping down the road. I constantly find myself thinking of domains that are probably worth buying. But the way you have presented and analyzed which keywords get the most page views makes it more like long term investing. I also never considered trying to market the domain names or that Adsense money could be generated. Thanks for sharing and good luck with your domains!
Acquiring what you believe may be a valuable domain name is the easiest part of the equation.  Finding the right  buyer is much more difficult. Using auction sites and forums is perhaps the best way to find qualified buyers that are interested in your domain, and using auctions will take some of the stress away from establishing the value of a domain name yourself.
In the grey hat SEO world, the thought is that you can take a domain that is keyword driven, do a quick optimization to get the site ranking, and sell it off at a profit. It could, and does happen daily. How much time is invested in optimizing a site to get to page one, vs how much the site will sell for? (remember that quote at the beginning of this article?). Let's put it into simple math:

Length: This is pretty self-explanatory. Generally the shorter the domain name, the more valuable it is. This difference in value decreases exponentially as the name gets longer, though. For instance, the difference in price between 3 and 4 letter domains are significant, while the price difference between a 7 and 8 letter domain would usually be much less significant.
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