So, for the password history settings - it turns that while they're implemented 
at the per-entry level, the global settings for password history (on the 
options tab) are not implemented.  They're on the form, but it's not connected 
to anything in the code (there's a comment in the code with TODO).

I've taken it on myself to code up an implementation and am working on
submitting it upstream, so I expect that should take care of the
password history part.

Other settings that I've tried have persisted for me, including toggling
the dragbar.  So, sorry to say, I haven't been able to reproduce what
you're seeing.

Since the password history settings are a known issue and a fix is in
progress, maybe we should try to take everything else one-thing-
at-a-time, starting with the dragbar.

The dragbar toggle is saved in the config file in your homedir
(typically ~/.pwsafe/pwsafe.cfg).  Does that file exist, and is it
writable?  Does its contents change when you change the dragbar setting
and exit?

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https://bugs.launchpad.net/bugs/1721946

Title:
  passwordsafe does not remember settings made in options dialogue

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