Is there such thing as too many permanent 301 redirects?

You can do it yourself, but like you've said it requires you to redirect 1000s of links. I just did a quick search and found Redirection plugin: try that one and see if it helps. With Wordpress everyone can be done withing CRM this days which is much easier than modyfing .htaccess and stuff

Ok, thank you.

Regarding this thread. I added about 150 301s in my htaccess file. Everything seems to be cool. So we're good here.
 
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