Digging through some of the older Issues in 
https://github.com/racket/racket/issues?q=is%3Aissue+is%3Aopen+sort%3Acreated-asc
 there 
appear to be many stale issues that may no longer be applicable or have 
been silently resolved in commits that were not cross-linked.  I've started 
to respond to some such issues, though due to the low barrier of entry for 
finding tickets it seems that there would be value in having some sort of 
formal announcement asking for users to help identify and draw attention 
such issues. Once idea might be the inclusion of a section in "Racket News" 
that would list some arbitrary issues to highlight, categorized or simply 
listed.  Another might be a (virtual) meetup akin to Google Summer of Code 
where individuals or small groups can pair up with a mentor to resolve 
non-trivial issues, reminiscent of the "Inside Racket" seminars.

As Racket moves from BC to CS, depending on what level of support can be 
expected for BC in the relatively near future (ie pre-v8.0) it may be 
worthwhile to entice users and contributors to donate their time toward 
doing some belated "spring cleaning".  Consider this my (uninformed) 2 
cents as a Racket-curious user and hopeful contributor looking to donate 
some of my own time.

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