I have a suggestion...
Half the battle that a webmaster faces is getting pages indexed and ranked in Google. Why not take advantage of the fact that you have a bunch of pages already indexed?
If it were me in your position, I would add new, appropriate content to the old pages and simply create brand new pages for the revised old content. That way you don't lose any search engine rankings, you just gain more in the end.
I NEVER, EVER, under any circumstances remove a page that it already indexed in Google. I simply change the content on the existing pages, add new pages for any revised content, and move on.
Again, just a suggestion...
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