I'm not troubled by having to restart the browser after a server restart.  
That's reasonable.

The two things which trouble me are:

   - The TW/Bob server crashes.  That's a problem for me when I'm away from 
   home because I can't always ssh into the host to restart it.  (I'm 
   reluctant to configure it to auto-restart because of the risk of runaway 
   restarts impacting other services.)
   - I can't tell whether the data is saved or not.

Bob brings some real value to the table.  I really like the synch with file 
system and the instant wiki creation.

There are enough cases where data is silently lost that I can't trust Bob.  
It's the silent part I can't get past.  (Yeah, TW *always* says data might 
be lost, but since I can't tell the difference between a spurious warning 
and real data loss, there's no useful notification.)

When I finish the big project I'm working on, I'll try and take a look at 
the code.  If I could set the diskette/save icon to red when a tiddler goes 
into the save queue, and set it to black when the save queue goes empty, 
that would do it.

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