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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.
Many non-savvy internet users may not even be aware of the existence of other extensions. That said, because there are many new extensions popping up every now and then, you can often find amazing one word and 3-letter domain names with these new extensions that are otherwise almost impossible to find unregistered in the .com world. Additionally, these new extensions are becoming more and more familiar to users every day, hence it's almost certain that their value will continue to increase as time passes and wider adoption manifests. 
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?

There is NO accurate way to predict the sale of digital assets – if someone wants it, they’ll buy it. For example, those wasting their money on useless .com’s (LLLL’s that have no rhyme or reason) will spend 3x more time and money optimizing their useless name as someone that buys ANY keyword loaded domain (regardless if a TLD or new one). But these individuals who are spending thousands on domains will eventually get stuck with these domains in favor of (you guessed it) the oft forgotten yet highly useful 1-3 keyword domains. Why? Study Google’s algorithm as I have for over a decade, and you’ll figure it out.
If domains are real estate, then the same rules of real estate should apply. In real estate, taxes are based on the value of the property. So, a person asking $10,000 for a domain shouldn't be paying the standard $15-30 renewal fee as a person asking $200. The renewal fee should be based on the domain's value. Domainers want to claim it's like real estate without applying the most fundamental rules of real estate.
Apart from pending delete and auction domains, you can use our domains crawler that lets you scrape websites in bulk to find domains that are available to be registered and have amazing backlinks. Your personal crawlers run on our servers and are entirely web based. You do not need to install any software or have a VPS or proxies in order to do use them.
1) pending delete auctions.  These are domains that were not renewed and are going through a pretty complicated drop process.  You can backorder these names at the auction venues and then each attempts to "catch" the dropping domain.  If one is successful you win the domain at $59 if you're the only one to backorder the name.  If more than one person backordered the domain a 3 day private auction is held.  Once the domain goes through the drop process, the back links have pretty much zero SEO benifit to the new domain owner.
If you are feeling ambitious, you can link each of your domain names to its matching “buy it now” purchase page at one of the marketplaces. Another more sophisticated option would be to “park” your domain with one of the leading domain parking companies, such as DomainSponsor or SmartName and enable their built-in “for sale” message and contact mechanisms.
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.
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