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Tom,
There was some discussion about this before, and a few did like something similar to what you are suggesting, except it is suggested that you place the post ID in the middle. The person that originally suggested this string also adds .html to the end, I have done that also on a blog.
Not to say this format has come with no detractors, however. I am going to give it a whirl.
The issue of adopting a new structure has no impact on a few posts being made under a different structure, but does impact what outside lookers are expecting to find, like visitors that have book marked a post, or more importantly, a search engine having indexed a post with the old structure. If a page is indexed, and a search engine serves up that page, and the link no longer exists, thats not good for your site obviously.
For more information on permalinks, search for "permalink structure" (no quotes) in comments (not topics).
sminc
Personally, I always recommend the date and named base structure, which is good for SEO as well as usability.
Avoid these two structure at all costs:
By using them, you'll get performance problems (several queries could be needed to identify what you're trying to display), bugs (how do you tell /page/subpage from /category/post?), and more bugs (how does WP know that /post/feed is in fact the feed for /post?).
D.
My thoughts are above, and in many related threads in this forum. I use and encourage to use the default date and named based structure.
D.
@Lisa: In Sem Pro 4.3, you'll find the permalink redirect plugin, which now features (options / permalink redirect) and permalink migration feature.
D.
permalink redirect sends a 301 redirect code, i.e. Google will process all links to your old urls as if they were pointing to their new location. the rankings will get wiped for a few weeks, until Google reindexes the pages with their new locations.
D.
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