In order to know which keywords to target, it's essential to not only understand the demand for a given term or phrase, but also the work required to achieve high rankings. If big brands take the top 10 results and you're just starting out on the web, the uphill battle for rankings can take years of effort. This is why it's essential to understand keyword difficulty.

Given you have a good idea of where to start and are fairly confident you are speaking the same language as your client, jump start research by generating related keyphrases and long tail variants with the ever so easy to use Google Autocomplete. This tool makes predictions based on what you are typing that are a reflection of Google search activity.
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Be sure to re-evaluate these keywords every few months -- once a quarter is a good benchmark, but some businesses like to do it even more often than that. As you gain even more authority in the SERPs, you'll find that you can add more and more keywords to your lists to tackle as you work on maintaining your current presence, and then growing in new areas on top of that.
Keyword Discovery is a paid subscription service that offers marketers the ability to see keyword data across multiple search engines. They maintain one of the largest databases of searches, (nearly 38 billion) which are compiled from over 50 different search engines. The search data shown is a record of the number of times the exact keyword or phrase has been searched over the last 12 months across all 50+ search engines. You would assume that the search volumes would be much larger than any other tool because of Keyword Discovery’s access to data from over 50 search engines, but the fact that the keyword matching option is set to exact, greatly reduces the total volume. Unlike Google’s tools, Keyword Discovery does not collect or show data relating to paid search, such as Suggested Bid, Cost per Click, and Competition. Data is collected daily, but updated monthly. Although you must pay the subscription to have access to all the features, Keyword Discovery does provide a free alternative.
Provides links to price estimate tools from Google AdWords. That Google AdWords tool showed the necessary bid to rank #1 for 85% of queries, and roughly how much traffic you could expect AdWords to send you based on that bid price and ad position, though, as mentioned above, Google has obfuscated their data in their interface for everyone but longtime AdWords advertisers.
I want to share how and why I sold the company in order to both educate and inspire potential software entrepreneurs.  I certainly don't know everything and obviously companies sell for much more than I sold Long Tail Pro for (I won't be featured in Tech Crunch anytime soon); however, I'm willing to share what I have learned and hopefully that can be beneficial to a few of you.
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