1. if there's a way to handle this type of thing more gracefully in varnish (and if not) 2. does anyone have the mod_rewrite foo to exorcise my new-found trailing slash problem?

Try adding:

UseCanonicalName Off

( http://httpd.apache.org/docs/current/mod/core.html#usecanonicalname ) in your apache config then it should use whatever port/hostname varnish (client) provides in the redirects rather than the defined in server block.

rr

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