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.
Link popularity: the link popularity is a parameter that is used to quantitatively evaluate incoming links to a website. This is measured depending on the number of links to a domain according to the mantra 'the more incoming links, the more important the site'. Link popularity is generally determined by the PageRank algorithm. The PageRank only plays a minor role in determining the domain’s relevance.
Surely if you purchase a domain (domain1.com) and redirect it to your existing domain (domain2.com) you expect to loose all ranking for domain1.com. If 301's are used then the objective is simply to pass on authority, not dominate the search results with 2 domains. If you want to keep domain2.com in the index then you would take Rebecca's option 2 or 3.
If you know how to get websites to page one, why are you not marketing that fact to potential clients and consumers or would-be domain purchasers? Trying to get a keyword driven domain to rank high and sell it off for a profit isn't a good investment, either time wise or for the long-term success of your company. Instead, use sites that you have already ranked high as an example of how awesome you are and sign them up for a monthly fee, rather than trying to sell them a "make money now" domain.
With over 25 million .com domains registered with Google alone, this top-level domain is by far the most popular choice worldwide. According to the domain marketplace Sedo, the average sales price for a .com domain name during the second quarter of 2015 was 4,701 dollars. The most expensive publicly traded domain names have been known to fetch eight-figures. But don’t quit your day job just yet: such sales are the exception rather than the rule.
Expired domains are especially attractive due to key SEO factors that are primarily associated with an existing backlink profile. If you are considering buying an expired domain, you can determine the quality of it by looking at the inbound links. When it comes to assessing the value of an expired domain relevant keywords contained in the second-level domain, a possible reference to products, brands, or services are all useful.
Now it’s time to transfer the domain name. Every site has its own process. Generally, the domain-selling sites require sellers to submit the authorisation code, which will initiate the transfer process. Once the transfer is completed, the seller can transfer funds from the escrow account to his personal account. Do check for the minimum number of days the amount must stay in the escrow account before the transaction can be completed.

Expired domains are especially attractive due to key SEO factors that are primarily associated with an existing backlink profile. If you are considering buying an expired domain, you can determine the quality of it by looking at the inbound links. When it comes to assessing the value of an expired domain relevant keywords contained in the second-level domain, a possible reference to products, brands, or services are all useful.
  Since starting SEO back in 2009, it has become very difficult to rank brand new domains. Unless you are building a brand, it's highly recommended that you start every new money site with an expired domain. Additionally, if you're building a PBN, you should only consider using expired domains. The problem is good domains start at $50 a piece, and anyone charging less is either full of sh*t or selling garbage domains, and I mean that. If it sounds too good to be true, it probably is. DomCop has a great offer that all of you buying expired domains should consider. For the price of a couple domain names, you can use DomCop for a month, snag some excellent domain names, which would otherwise cost you thousands of dollars. If you're considering expired domain software and don't have the knowledge to program your own crawler, I'd lean towards DomCop.   
The second option requires a bit more time and effort than a 301 redirect. You could do a mini overhaul of the site and turn it into a microsite for your main domain. This option is good for exact-match domains for your targeted keyword, and there are other reasons for going the microsite route that Rand's highlighted in his post about root domains, subdomains, subfolders and microsites. This strategy also works better if the old domain has decent rankings for the keywords you're targeting.
It’s also not so easy to manually re-register. This is due to backorder providers which are paid to keep an eye on expiring domains over a certain period of time and then register them for the customer as soon as they become available. Promising expired domains are therefore usually sold before they have a chance to be put back on the registry menu for the public to look through.

Use the advanced search option to quickly hone in on the type of names you are interested in. You can narrow the results by price, top-level domain (i.e, .com, .net, .org, .club, etc.), keyword, and many more filters. Using this feature will help you quickly sort through the millions of domains on the aftermarket and find the domain names that best fit your end goals.
There is always a learning curve in buying domains with the purpose of reselling them. Don’t hesitate to ask a lot of questions to those who went before you, participate in forums such as namepros.com and dnforum.com, keep abreast of industry trends via resources like domaining.com, and reach out to the Afternic and GoDaddy Aftermarket support teams.
They see a domain’s price tag and they can instantly tell whether it’s under or overvalued. This is probably the most important skill one should have in this industry. Neil Patel has an interesting related quote: “The most important thing to remember when buying sites is that you always make money on the buy, never the sell.” In order to successfully do this, you must be able to spot undervalued domains. This is what will ultimately translate for you into a handsome profit margin when you get the opportunity to resell the domain for its “real value”.
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