If you go to Search Console under the Acquisition tab and then click Queries, you’ll be able to see different searches (aka keywords) that users found you through. You may have to set this up, but it’s easy to do and only takes a few minutes; you can see how here. Use this information to evaluate and monitor your keywords to see what’s working and what needs to be changed.

The limit on manual keywords could be higher.  I personally wish we could input 10,000 keywords at a time, instead of 200.  However, I understand the costs that Long Tail Pro has to maintain each time a new manual keyword is input.  Not a deal breaker, I just wish the limit was higher. (To be fair, I don't think most keyword tools have a bulk manual option at all).
These are usually single-word keywords with insane amounts of search volume and competition (for example, “insurance” or “vitamins”). Because searcher intent is all over the place (someone searching for “insurance” might be looking for a car insurance quote, a list of life insurance companies or a definition of the word), Head Terms usually don’t convert very well.
Can't go wrong with the Google Keyword tool, SEMRush and Google Trends. The Keyword tool for volume estimates, SEMRush to see what keywords competitors are ranking for/targeting, and Google Trends to make sure the traffic is actually coming from countries I'm trying to target. Gives a relatively accurate picture of when to expect traffic spikes and seasonality insight.

2) SEMrush- This tool offers fantastic competitive research around domains to find what keywords could be driving traffic for your competitors. Looking at paid keywords ad spend can also help you know which keywords might have monetary value worth pursuing organically. If a competitor is willing to spend a high ad budget on terms and you think they do a good job running their ad campaign, then its a good indication it is worth organic ranking effort.
The Google Keyword Tool has a variety of helpful features meant to streamline the keyword research process. By entering terms or phrases into the search box, the Keyword Tool allows you to build extensive, relevant keyword lists from one simple interface. By default, the tool displays Advertising Competition, Global Monthly Searches, Local Monthly Searches, and Local Search Trends for each keyword. Additional options allow marketers to show the estimated Average Cost per Click, Ad share, and Search Share.
I love Moz’s interface and how they give you data on the keywords. It’s easy-to-read, making it an ideal solution for both experts and newbies alike. They’ll show you both numeric and visual representations of a keyword’s monthly search volume, its opportunity for ranking, priority, and difficulty. They’ll also show you keyword suggestions and SERP analysis, which is fantastic and detailed.
The primary difference is that Long Tail Pro is a big time saver over MS. With Long Tail Pro you are able to enter in multiple seed keywords at once (rather than just 1 with MS). So, instead of entering in 1 seed keyword, waiting five minutes, then going back and entering in one more; you can enter 5 seed keywords (for example), hit generate and then see all the keyword ideas at once!

For the first few months, there was certainly a transition period.  However, the new team was able to take over the reigns fairly quickly.  A big reason for the quick transition is because I had automated most of the business already.  So, the fact that I was stepping away didn't make a huge difference since all the sales, marketing emails, and many other details were already happening on an automated basis.
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