I have one domain name which I never used it and it has .com and I later discovered there is another company with similar name but with .net and they are doing good as once they approached me to sell them my .com which I never did as I had plan to start something which didn’t materialize . its been 11 years now I have maintained the name now I have two options.
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I have an interesting twist on how I have done it in the past. I will buy a domain and use it as a development domain for blog posts and things of that nature. Then over time it will gain DA and PR. Then I will sell it off and buy another development domain and start the process over. Not quite the process you mentioned, but it works. People will link to the development site to show things off as well  sometimes, so that helps.

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.


Buying and selling Domains is a tricky industry. You easily get addicted to it without really knowing what it's all about. Unfortunately I learnt a lot of the answers on here after losing 6k on useless domains. It is a constantly changing industry but the subject that keeps coming up is TRAFFIC. Organic type in Traffic. Those premium domains are long gone and you need to spend big bucks to acquire them on secondary markets such as Domain Auctions, Expired Domain Names, and Available Aftermarket Domain Names for Sale but if you keep up to date with future trends then you can spend less on hand registered names. You really need to think outside the box and spend a lot of your time reading industry leading blogs like business insider, network as much as you can and have a specific niche before jumping into other trends that you don't quite understand. There's so many ways of selling. Don't try and sell to other people who are trading domains aka domainers instead look for an enduser on Google by typing the name you own and if there's advertisers then you have yourself some leads or use tools such as Free Domain Appraisal and Domain Productivity Tools. A buyer can be convinced to buy if you have the numbers to prove how much that domain would be worth to them. Find out how much they spend on advertising per month then make comparisons with the number of direct type in traffic they get from your domain that you selling. If you can prove these numbers then it's easier to sell otherwise you better off holding on to it, maybe develop it the way Trump has developed his name until someone interested gets in touch. There's so many platforms where you can list the domain such as The world's leading domain marketplace , Park Domains - Afternic -DomainNameSales.com etc . Please NOTE  I am not promoting any of these services but I have used them before and have had some success. Probably should have signed up for their  affiliate programs but haven't had a chance before this question came up. There's so many other metrics involved  so research as much as you can, don't spend a day without reading about the subject and go in at least knowing what you are doing. My two cents.
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Content setup: If your domain has potential to attract good search engine traffic, you might want to set up some content to help facilitate that. If this helps your domain do better in the search engine rankings then it’s a big win regardless of whether you choose to flip the domain only or flip the domain with the content as a “website”. The SEO value will be helpful either way.
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”.
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