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A rule of thumb that I follow is when I purchase a domain name I have to believe that I can flip it for a 100% profit.  So if I spend $500 on a domain I need to feel like I can sell it for no less than $1,000.  This way, even if I’m wrong in my estimation I still have some room to still turn a profit.  And if worse case comes to worse case I’ve sold domains before for a $0 profit (it happens even to the best of us).
When a domain name that was previously registered expires, it goes through a grace period that allows the previous registrant one last chance to reclaim their domain before it becomes available to new buyers. If the previous registrant still has not renewed their domain after the 77 day deletion process, the domain name will officially expire and enter the Aftermarket.

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.
Official marketplaces offer a third possibility for domain traders to peddle their product. Domain marketplaces, such as Sedo, GoDaddy.com, or BuyDomains.com, link potential buyers with domain holders hoping to sell their prized virtual property. These platforms function as a kind of domain real estate agency and are known to demand somewhat high prices for their services.

In the past, expired domains were used as part of black hat SEO in order to generate backlink sources quickly and easily, and this practice is still used somewhat today. Getting links in this way is not a recommendable practice. All relevant search engines work nowadays with highly complex ranking algorithms, which can no longer be outsmarted by these link networks.
Domain names comprising of a keyword have long since been regarded as a strong pointer when it comes to search engine ranking. This connection has been proven true over time. Nevertheless, keyword domains are still popular in the domain market. One reason for this is that keyword domains are seen by potential visitors as more relevant and are therefore taken more seriously. Catchy URLs containing strong search-volume keywords are therefore often monitored by potential customers over the years. It only makes sense to purchase an expired domain when the domain name coincides with the content, products, or services that you plan to offer with that address in the future.
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Park the domain with a domain parking service. Since you may not have content to put on the site, a parking service puts up a dummy page with ads. When people visit and click on the ads, that's money for you. This method works best with popular keyword domains that get lots of traffic. In most cases, you will not have control over what ads appear on your domains.[5]
Yes, buying existing domain names can be profitable too. Existing domains with a potential for profit can be found using Sedo. Make sure you pick domain names that have good traffic, backlinks and Google PageRank under 17 characters. Also, steer clear of existing domain names containing special characters or numbers because they are not likely to be sold.
Use escrow services for direct sales. When you are dealing directly with the buyer, make sure that any money that is transferred goes through an escrow service. This will ensure that all checks clear and that you aren't left with a bounced check and no domain. Escrow services may add a few days to a sale and cost you a percentage, but they can save you a lot of heartache.
So the keyword planner came up with 332 keywords related to ripple, most of which can be used to inspire a domain registration related to ripple. Let’s go ahead and get some more ideas. We already know that ripple is another cryptocurrency. Let’s head to NameBio and explore crypto-related domain sales. We’ll use bitcoin for this experiment. I’ll type in “bitcoin” in NameBio search, select “show all” and then sort by price by clicking on the price column. Here’s what it looks like:
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