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.

Expired domains are domains that have been registered by individuals, businesses, or organizations, but aren’t renewed after the contract ends, or are deliberately terminated. That means that they available for re-registration. There are many reasons why someone would choose to abandon a domain; one reason could be that the web project failed, or that a domain portfolio went into liquidization. Domains can also end up becoming free due to the owner receiving warnings for possible trademark infringement. Re-registering can also result in legal consequences.
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?
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.
To join, you’ll need to purchase an annual GoDaddy Auctions membership for $4.99 a year. Once you’ve purchased a membership, you can take advantage of member benefits such as our Auctions Tools, which can help you prepare before buying or selling any domains. After joining the auction community, you’ll quickly learn how to navigate the world of domain buying and selling and can begin to make money by investing in domain names.
Listen to expert domainers on domainsherpa.com. Read anything by Michael Berkens, Frank Schilling, Eliot Silver, Morgan Linton, and Ron Jackson. Watch YouTube videos on domain investing. Read blogs like The Industry News Magazine at DNJournal.com. Search #domains on Twitter. Go to industry conferences. Understand the Google Keyword Planner tool inside and out.
They see a domain’s price tag and they can instantly tell whether it’s under or overvalued. This is probably the most important skill one should have in this industry. Neil Patel has an interesting related quote: “The most important thing to remember when buying sites is that you always make money on the buy, never the sell.” In order to successfully do this, you must be able to spot undervalued domains. This is what will ultimately translate for you into a handsome profit margin when you get the opportunity to resell the domain for its “real value”.
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