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.

If you buy a dropped domain from Snap or Namejet, the backlinks seem to be worthless for SEO.  They are valuable for traffic if it's targeted to your site.  Go ahead and 301 redirect into your site because it's the traffic from the back links that is worth something.  I use the Google URL builder to redirect these names so you can see the domain the traffic is coming from.
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.
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!
ExpiredDomains.net gathers all the information you need to find good Expired Domains that are Pending Delete and you can Backorder. Depending on the domain extension you can search through thousands of domains every day before they get released to the public and pick what you like. ExpiredDomains.net currently supports 449 TLDs. From the classic gTLDs like .com, .net, .org to Droplists for ccTLDs you can only find here and now we even support some of the best new gTLDs like .xyz and .club.
If your domain name is related to a particular niche, then you may find success by advertising in forums that are related to that niche. Simply placing a link in the signature of your posts can tremendously speed up the selling process. While it may be possible to find prospective webmasters on niche-specific forums, it is generally better to advertise on webmaster forums, where there is a high volume of potential customers.
The term flipping implies a sale that is done in a flip, or in a quick and sudden manner. You cannot be considered a domain flipper if all you do is just list your domain names and wait for years for them to sell. At its core, domain flipping is about spotting the right opportunities at the right time, involving strategic buying and selling of websites for profit.

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Domains that are indexed on Google and highly ranked are particularly attractive to traders. Other SEO aspects, such as backlink profiles or the search volume of the keywords in domain names, also play a significant role in calculating thevalue. Design can also positively affect the price of a domain. Short and succinct names that are easy to remember are especially advantageous. Endings are further factors that should be taken into account. Top-level domains (TLDs) such as .com or .org are by far the most sought-after endings.
There are many different ways to make money in the Domain Name game, but rather than skim over half a dozen of them at no great depth, Buffet takes a detailed look at Domain Flipping, one of the simplist and most effective ways to make money online. He lays out a step by step plan to guide you through the process, as well as a list of free resources that are invaluable.
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.
Where do I start? So I heard about bitcoin and I know it’s all the craze nowadays. Let’s start from there. I’ll hop on Google Trends and type in “bitcoin”. Google Trends basically tracks the popularity of search queries over time, it’s often a goldmine for discovering currently exploding or soon-to-explode topics/terms..etc. So here’s what it looks like:
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