Logged In: YES 
user_id=999673

More info: It seems that grouping by anything of type Link()
(to a type String() item) breaks if any items are "unassigned".

Instead of the lowest-ID linked entries getting their own
category, they are being displayed at the bottom of the "(no
___ set)" list.  

Here's a way to reproduce it with a vanilla download:

1) Install a tracker, classic template, sqlite backend
2) Edit config for web/mail settings (I used
http://localhost:444/bug2/,  example.com, and example, for
the 3 must-set variables)
3) Use the load_tracker.py script to load up some garbage
issues (I used 50).  I suppose you could also enter them by
hand.
4) Use roundup-server -p 444 bug2=c:\roundup\trackers\bug2
to start the tracker, then login 
5) Modify some of the issues to set status = "- no selection-"
6) Use the SEARCH feature to make a Search that uses "group
on" = Status.  The bug shows either way, but to make it
most-visible, choose to display a column for Status also. 
Name the search "All by Status" and run it.  

You'll see that whatever items have the lowest-ID value for
status are getting grouped with the "(no status assigned)"
values.  

I can provide a zipfile of an example, if needed.