Are 301s advisable for low-traffic URL's?
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Are you linking out to these sites you have to get rid of?
In fact are they even sites or just other pages on your main site? I have maybe misunderstood

EDIT - I'll go ahead and assume I've just got the wrong end of the stick and it's pages on your site that you need to get rid of.
In that case if you can't redirect them can you change the links to point to different pages or even just remove them?
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Sites put up and take down pages all the time. Broken links are of no consequence to the overall site quality.
This is a different discussion altogether, but broken URL situations actually offer an opportunity for a 404 page that offers users alternate content.
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As Ryan was stating; if those pages have inbound links, test those links for strength and if they are worth keeping, then 301.
Either way, I would hope that you capture your 404 errors and 301 redirect all the time anyway.
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If I'm reading this right though, it is only the URLs they've got to stop using, not the content. Therefore a 404 provide alternate content suggestions isn't necessary in this case; I agree that a 301 redirect is best solution - it passes the human traffic and the link juice to the correct location.
As to whether it is worth the cost, then of course it is the famous answer of "it depends". However, I'd imagine that the cost of redirects should be pretty minimal and if the old URLs drive just a couple of conversions (whatever that may be) then it should have been worthwhile, even ignoring the link juice.
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Yes, these are just pages on our main site. They will be renamed, and we will be keeping the content on the site.
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This almost fully answers my question. Those pages don't have inbound links from other sites. We have over 10,000 pages on the site, so we can't have links to them all. So, they aren't worth keeping for traffic or links.
But you say, "I would hope that you capture your 404 errors and 301 redirect all the time anyway." So, my last remaining question is: Am I necessarily creating 404 errors by not redirecting?
Thanks, everyone!
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Thanks for that tool! I was not familiar with it.
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So can you just change the links to look at the new URL? Still best to redirect them though.
Curious about why you have to change them now though as I just assumed you were using a competitors trademark in a domain before

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The trademark issue is with the names of the subfolders, not the domain name.
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Great feedback! I still just have 1 remaining question, though, which I've posted below Richard's comments. Thanks!
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If those pages are indexed by Google and Google returns them in SERPs then yes, they will 404. That is why you need to test the page first and do a header redirect 301 to either the category page or the home page.
Hope that was the This Answered My Question : )