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.
Current Craze: When PokémonGo was HUGE last year, my domain flipping friends (Matt of Handshakin.com is one) were all about buying domains like PokeStopNearMe(.com) and other related domains associated with the PokémonGo craziness. It’s like the day trading of the domain world. You’re buying domains during the hype and hope to sell them for a higher price quickly before the hype fades.
The most popular place by far is ExpiredDomains.net. The main advantage of ExpiredDomains.net is that it aggregates data from a lot of different auctions and websites around the web. There are also paid services like DomCop. DomCom helps you identify worthy domains faster by displaying some additional data points that allow you to vet domains easily and in a unified interface. And finally, there are services that curate domains they believe are worthy such as JustDropped.com’s newsletter.
Many individuals have the habit of collecting attractive domain names but never using them. If so, why not get rid of unused domain names and in the process, make some cash? It is important to understand the whole process of selling domain names. On the outside, the process may look very easy, but unless a trader is well aware of how the whole process works, it is not easy to find a buyer.
Your course of action really depends on how much work and effort you can put into the expired domain. If you're barely able to maintain and optimize your current site, you probably want to just 301 redirect the old site (note: see my amended comment above about the link value not likely to be passed). If, however, you're more creative and have some time on your hands, you can try your hand at crafting a microsite. If you really know your stuff and are experienced at making money off various websites, you'd probably do well with the third option.
Dictionary Word/Pronounceable/Memorable/Brandable: A dictionary word domain name is very valuable. Of course, the more popular and widely used the word is, the better. For example, “marketing.com”, “cars.com” and “hotels.com” are 7-8 figure domain names. Even if a domain name isn’t a dictionary word, being pronounceable and/or memorable and/or brandable are all big pluses that add to its value.