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. 

I've seen some people comment about losing the link value of domains that have expired and picked up, but what about non-expired domains?  Let's say a competitor is going out of business and they still have a year or two left, and we buy their domain and site.  Is there a risk changing registrant info and registrars, even if I keep their site up and mostly the same as before?  I was under the impression that I'd want to keep it under their name so as not to hit the uber-reset button on the domain's inbound link value.

It is much harder to sell names no one has heard of. Short names have the highest value — they are rare, easy to sell and bring substantial profit. Basic and common domain names, which can be relatable, or arouse interest in the market are the best. General names sell thick and fast and also bring considerably higher profit.  Names that are easy to spell will attract buyers, and provide good opportunity to make a decent profit. If you know you have a good domain in your hands, then you are likely to make good profit by selling it.

A good majority of web developers view the domain flipping industry with disdain as they face a hard time finding the right domain names for their own development projects. Domain flipping is also looked down upon by corporate and business entities who register multiple domains related to their trademarks or business names. Actually, it is these people who’re the real domain name squatters!
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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.
In today's SEO (2015) the answer would be a big no! With changes to the google algorithm and the constant updates panda, penguin, what's next...., much of the "keyword url" power is now gone. While there was a day when it made sense to buy a good named .com and expect instant indexing, not so anymore unless the site is very strong coming in ,which in that case you'll drop a minimum $50k. If you are willing to drop that kind of money and the site has a high domain authority, it might make sense as long as it matches whatever product or service that you're trying to sell. Just my opinion...

Be careful! When searching for domains, it might be tempting to, for instance, buy mcdonalds.net (if it were available) and then try to sell it to McDonald's. The logic here would be that they own the .com and wouldn’t want anyone to own the .net and use their name, right? Also, it’s a big name so there’s gotta be a biiiiiiig payday comin’, RIGHT? Wrong, and wrong.
Everybody going to start using old domains should also know how to get them, I'm going to post soon article about it on seomoz as there are several ways starting from online rankings and lists up to dedicated seo tools that you can run on your computer and get precise and actual data on demand for any domains lists. Anybody intersting in such tools please visit our website: http://en.exdomain.eu/
I have a question regarding a certain keyword though generic but it is trademarked and the trademark owner asked me to remove the parking page, is there a way i can offer my domain name to the company? What is the best approach in selling the domain to him without hard selling it and giving a reasonable price. I will be giving 10% commision to any domainer-mate that can help me pull the sale off.
There are currently two main types of domain speculators: those that buy domains, build sites around them, and then flip the domain and accompanying website, and then there are those that buy and sell domain names without web sites attached. While both can be very lucrative businesses, the second type is much easier for novices to learn, and as such, shall be the topic of discussion for this article. 
For the following TLDs you can now find a expired/deleted domain list. .gi, .gl, .gy, .hn, .ht, .ky, .mu, .om, .pf, .qa, .rw, .sb, .sm, .sn, .st, .sx, .tc, .tl, .ug, .uy They also show up in the Deleted Domains (last 7 days) list and in the Domain Name Search, however they are not in the pending delete list! I do not have a working droplist for them yet, so that is why they are not released in the pending delete list yet.
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I did this last month, snagged a great domain that no one else found and got it for $69 because I waited until the last moment to place my pre-bid. Flipped it within a week for a little over $1,000. And probably could have gotten more if I sat back and waited 6-12 months, but a bird in the hand… (plus I like to keep turning over inventory and maintaining cash flow).

Hi thanks a lot for this. I appreciate your honesty. A lot of people need to hear this. I needed this to. When buying and flipping domains always ask yourself who would actually buy this domain, what they can do with this domain and how would you monetize this domain if you bought it. Always think of your customer and treat it as a business. I think you’ll avoid a great deal of dissapointment down the line. Thank you
Listing on domain marketplaces: This is the most common route. You should, however, acquaint yourself with each marketplace’s policies and fees before deciding to work with them. For example, Sedo’s commission starts at 10% and BrandBucket prohibits listing the domain anywhere else if you’re selling with them. Here’s a list of the most popular marketplaces (in no particular order):
The backlink profile of a recently-available domain is a double-edged sword. While some expired domains have been well cared for by their previous owners and have high-quality links from reputable websites, some contain quite questionable backlinks. The worst case scenario is that the domain was merely used as a link farm to strengthen a major project in a satellite domain network and has already been penalized by some search engines.
Another point of concern is that many people feel that squatting or registering domains is unethical. This is because many web developers have a hard time finding relevant domain names for their projects since most of them have already been registered. Many corporate giants also frown upon the domain flipping industry because many domain names relevant to them are already registered.
As people who normally use internet only to check emails, shop, tweet, upload pictures, update facebook status or conduct some business, a large majority of us remain oblivious to the domain name and domain flipping industry. So, when we do decide to venture into it for some reason, it is only natural for us to carry some commonly known myths associated with it. It can also be easier than building a website from a scratch. Although with easy to follow guides relating to how to create a blog – many are choosing to go down this route and add value to their domain names rather than selling undeveloped.
As .COM is the natural domain extension for the United States based websites, it does get some priority in the Google.com’s search engine results (based on Google’s US datacenters) when competing against other countries’ domain extensions like .CO.UK, .CO.ZA, .COM.AU etc. However, .COMs don’t get automatic priority over other similar extensions like .ORG, .NET etc. that are also commonly used in the United States. All these domain extensions compete with .COMs on a level playing field.

Be careful! When searching for domains, it might be tempting to, for instance, buy mcdonalds.net (if it were available) and then try to sell it to McDonald's. The logic here would be that they own the .com and wouldn’t want anyone to own the .net and use their name, right? Also, it’s a big name so there’s gotta be a biiiiiiig payday comin’, RIGHT? Wrong, and wrong.
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