.htaccess as a Craft template for 301 redirects? The Reroute plugin is great for a handful of 301 redirects, but we have hundreds of entries and each entry has a legacy URL. Dumping this into a template as normal works fine, but thinking about if it could work with the .htaccess file directly. Has anyone tried, or would be a dangerous path?

Thinking along the lines of NSM htaccess for EE.
If I understand what you're looking for, it's not so much dangerous as it is not possible. Apache looks at the filesystem and parses the .htaccess file directly, and this is done long before Apache starts to process any PHP.

A route you could take is writing the .htaccess file each time an entry is saved (or having a button that does it so you're not wasting resources). So long as PHP has the write access, this should be doable. Plus, you can still render the file via the template service.

$htaccess = craft()-&gt;templates-&gt;render('PluginHandle/path/to/template');