Yes! Selling domain is an emerging trade and no wonder if it can develop into an exchange. www.DomainX.org has been initiated with this view. There are some good ideas in the comments regarding which names to buy and how to grow their value. However one must not forget that it also involves a recurring cost (annual renewal) and keeping many of them might become difficult if you are not really selling at least a few to cover it. Enjoy free listing at DomainX.org.
Really depends on whether you want it to be passively marketed or actively pitched to investors and buyers, as well as how fast you want it sold. It also depends on what you're selling. What you're selling is only worth ANYTHING if there is an interested buyer. And it's only worth what the buyer is willing to pay for it at the time you want to sell it, not what you currently owe on your RV. This is a common misperception among folks trying to value domains before sale - they pick some nebulous method of pricing it that is not based on the market or history or sector demand, but rather on what a vacation costs or how much they owe on their boat. Good luck with that. So it really depends. If you have something that you feel has demand, you'll potentially get a higher price for it by NOT needing to short sell it quickly for cash and being able to wait while a broker packages and pitches it. 60-90 days. That will always get a higher price than just listing it in a database and hoping someone will see it and be interested. The problem is, good brokers are few and you're going to need to see if they will represent you in the sale. If they don't believe they can sell it at all, or they don't believe they can sell it for what you owe on your boat, they'll decline your offer to do business with you because you're being unrealistic.
Finally, you want to head over to domaintools.com. Then put the domain into here. What this will do is it’ll show you the history of the domain, because a lot of times these domains have been dropped like four or five times and a lot of people in SEO feel this way. I’m not sure about it. If a domain has been dropped several times, then Google does actually devalue the links pointing to that domain. So, as you can see I just changed registrars a few times and it hasn’t been dropped or else it’ll say one drops or two drops.
ExpiredDomains.net gathers all the information you need to find good Expired Domains that are Pending Delete and you can Backorder. Depending on the domain extension you can search through thousands of domains every day before they get released to the public and pick what you like. ExpiredDomains.net currently supports 449 TLDs. From the classic gTLDs like .com, .net, .org to Droplists for ccTLDs you can only find here and now we even support some of the best new gTLDs like .xyz and .club.
So how do you develop that instinct? NameBio maintains a database of over 500,000 historical domain sales (as of writing this post). They have interesting filtering features by which you can narrow down domains by price range, date sold, keywords and more. Simply sifting through the listings on NameBio long enough will quickly develop your domain appraisal “instinct”.