They also seem to be getting this wrong often enough that I've got less confidence that the keywords that make up these groups really belong there. I recently tried to check the volume for the keyword [active monitoring] (the practice of checking on a network by injecting test traffic and seeing how it's handled, as opposed to passive monitoring) and the Keyword Planner gave me the volume for [activity monitor] (aka Fitbit).

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Understanding the balance of terms that might be a little more difficult due to competition, versus those terms that are a little more realistic, will help you maintain a similar balance that the mix of long-tail and head terms allows. Remember, the goal is to end up with a list of keywords that provide some quick wins but also helps you make progress toward bigger, more challenging SEO goals.
As for the history of the company, as I explained, I created Long Tail Pro back in 2011.  At the time, I was creating tons of niche sites and was doing alot of keyword research and content creation.  I was trying to figure out what types of keywords would rank quickly in the search engines, specifically Google, and I was frustrated with the other keyword research tools (in particular Market Samurai) out there.
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