Unfortunately, most domain names take at least a couple of months to sell, especially without an attached website. Thus, there is no need to become discouraged if your domain name does not sell immediately. Most people make the mistake of quitting their domain speculation endeavor after waiting for several months to sell without success. In reality, domain name squatting can be just as profitable, and it is a valid form of long term investing.
When speaking about an expired domain’s backlink profile, this refers to the incoming links that have built up from when the domain was previously in use. Recently-expired domains that have long histories aren’t unheard of. While the pre-existing content of the domain rarely remains visible when the domain is re-registered, links on the other hand do remain, as long as the new owner doesn’t devalue or delete them.
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What about option #4 - Redirect your existing domain to the old domain? I bought an old domain that is 100% relevant to my current domain but currently has with very little content. It did have more content fours years ago. The old domain is 13 years old, pr=3, while my current is 7 months old pr=1 and a decent amount of content. The old domain I purchased was not expired though and I do not know if this makes a difference. What are the pros and cons of option #4? Am I correct to think that option #1 would result in no benefit from the old domain's age value and if so why is it not listed as a con, a MAJOR one. Its hard to believe that a 301 using option 1 would give my existing domain 13 years credit but I'll take it if it does.

I recommend Go Daddy premium and Afternic. Once you get it listed at those two places then do a redirect so that anyone who types the URL goes to one of those two, for-sale pages. I would suggest a price of $500 to $2,000. You might get lucky and attract a buyer in the next year or two. After two years, if it doesn’t sell I would just stop renewing it.

I don’t think that there is a real way to sell your domain fast, you can put it up for sale, depending on domain name, but if there is a fastest way to sell domain name, it’s certainly - having a good enough name, that someone would want to buy. I don’t like .com domain names, but that’s my opinion, instead I prefer Hacks ( I’m from Serbia, therefore most of word in English, in plural ends up with ‘s’, so every word that ends with letter ‘r’ in plural gives you .RS ) so I think that here we have great Hack domain names which would sell fast. Either way, your contact information should be available in WHOIS , so if you have an interesting domain name, every buyer would like to be able to contact you directly.
So what are some strategies to finding great domains to flip?  Well, the first is to find quality domains.  There are some sights that publish a daily list of good upcoming Namejet auctions like here: http://www.tld.org .  This is an easy way without having to search to find some great upcoming auctions to bid on.  If you have the time you can search Namejet yourself.  The key is to making money by flipping domains is to find domains that other people will want.  If the 30 day window period just started on a domain (for this example let’s say it was Anticareer.com) you could use Google to search for ‘anticareer’ and ‘anti career’ and see if you can find people who own sites that may be interested in this domain.  Email them and ask them if they’d have an interest in purchasing the domain Anticareer.com.  If you get some bites you can then go and bid on the domain and if you win it you can flip it right away.  Once you get some experience it will be easy for you to spot the domain names which you can quickly and easily flip and you’ll also develop a good feel for what price you should pay to make yourself the amount of profit you want to make.
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Buying a trademarked domain name could get you into a lot of hot water. Best case scenario is for the trademark holder to force you into handing the domain over and call it a day. Worst case scenario is you get into a legal battle and end up spending an arm and a leg. This is why it might be a good idea to use the United States Patent and Trademark Office’s (USPTO) website to check for trademarks if you’re unsure about a domain name.
Great article on what to look for when buying expired domains! I’ve looked at the domain and page authority of expired domains but haven’t checked if they are blocked by Google like you’ve listed. I haven’t pulled the trigger yet to purchase one (probably good that I didn’t since I didn’t do all my homework) but this will make it easier to finally go. Thanks for the great info!
You can’t tell us (with a straight face) that aged dictionary word .net and .org domains won’t sell easily. The .net extension is technically OLDER than .com, and holds an equally intrinsic value to that of its .com counterpart. These LLLL .com’s that are just letters slapped together may be cute to look at and easy to sell, but in the eyes of Google, ANY aged domain that makes sense (i.e. a dictionary word) is going to be much easier to rank for than some acronym or hodgepodge .com…and at the end of the day, that holds more value than whatever society sees in these nonsensical “wqij.com” names.
Once you decide to sell a domain name, it is important to find the best market to sell it. The best way to sell a domain name is to approach buyers secretly. If you know someone who deals with domain names, it is recommended to contact him without going through the middleman. Chances are that the seller will make more profit, as he will not have to pay the middleman.

The dropdate for the following TLDs is not verified. Domains might drop earlier or later: .eu .cat .aero .travel .tel .jobs .ae .at .be .bg .cr .es .fm .gd .gg .gi .gl .gs .gy .hn .ht .hu .id .im .ir .is .je .ke .kg .ky .kz .la .lu .lv .ma .mu .ng .no .om .pe .pf .pm .qa .re .ro .ru .rw .sb .sm .sn .so .st .su .sx .tc .tf .th .tl .to .ug .uy .uz .wf .yt .berlin

Granted, it is not bad information, however, if EVERYONE rushes to namejet and signs up, the only people that really benefit are namejet 😉 The increase in competition means there are more bidders in the pool which will likely increase bid amounts (because the newcomers will not be able to ascertain a “true value” as much as a “pro” flipper would). The result is a lower profit margin as the method becomes saturated.
The IP popularity and domain popularity each play a part in the overall quality evaluation. If you come across an expired domain with a high link popularity (i.e. a large number of backlinks), but then poor values when it comes to IP and domain popularity, you can assume that these links were obtained in an artificial way. Domains like these will have already caught the search engines’ attention. Perhaps this is the reason why the domain was abandoned. Users that want to start a serious online project should steer clear of these domains.

There’s an important distinction to make here between domain flipping and website flipping. The latter mainly refers to buying and selling full websites. By full websites, I mean websites that actually have content and more often than not have traffic and revenue. When buying and selling websites, the domain name matters less as the main value there is the content, traffic, revenue, history/reputation, sustainability and growth opportunities. The same can’t be said for domain names where you’re just selling “the name” and hence it’s all that really matters.