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How long have these 800 pages been there? How long did it take you to reach 800 pages?
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The site is now 2.5 years old and is updated to some extent monthly.
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Before going into this any further, could I ask you if you considered launching the new site on a new domain. If you haven't considered launching on a new domain, why not?Is the domain name of the 'old' site that good?
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Yes, I do have an alternate domain but this site is my only form of income and had thought that a 301 would be a nice way of keeping my rankings and attracting more visitors. Also the domain name I think helps me get a lot of my visotrs as it has "cheap" in the domain (cheapholidayaccommodation.com) so it covers keywords like "cheap holiday", "holiday accommodation" and of course "cheap holiday accommodation" my alternate domain is australianholidayaccommodation so i loose the power the domain is pulling for the term "cheap". However after having read your post I can see there would be less harm in putting the site on a new domain
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Do the 40K visitors all come from SE?
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Yes they do
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Other questions I wonder about are: does the CMS provide search engine friendly URLs? Are you able to check the 301 beforehand (on a test server)? How fast do you want to get the 200K+ pages out?
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Yes - the CMS will output .html pages and everything is
SEO freindly down to the CSS, Metas, Titles, Alt tags etc. In regards to testing the 301 on a test server how would I go about doing that? The 200K pages i had just planned to bust out all at once when the new site goes live however if this is not a good move, as the majority of pages will be business listings, i can release these in sections by category over a period of time.
thanks very much for replying to my questions. If you have any other advise it would be very handy and appreciated.