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Thanks Elias for your fast response.  You are correct in assuming that the URLs are not optimized & i appreciate your feedback.  I totally agree with you about creating websites for both users and search engines, from my experience this is often overlooked.

So I have an employer who owns a retail site and his category URLs are horrible.  So, I am suggesting to him to create a new page with a pretty URL and 301 redirect the old page to the new page.  I am suggesting this to him, because this will help increase CTR for the targeted keyword & help him rank higher for the term.  He is apprehensive about this cause he thinks this will cause him to drop in ranking.  Does anybody know any resources or have any past experiences that will back up my suggestion or his for that matter?

I don’t know if I fully understand what you are asking but, I think the best answer would depend on how often you are making changes to your product.  If you are changing prices, images & descriptions often, then it would be better to choose daily, but if you hardly ever make changes to your products then a longer time period would be fine.  I personally like daily so I am sure that any changes I have made to my products will be the same on Google.  I hope this helps.