Hi Jeffrey,
I see a couple of problems with the way you are using the lldb's API.
The main problem is you are launching the target via the command-line
API, which does not allow you to specify the listener upon creation.
When you start it this way all events go to the default debugger
listener (debugger.GetListener()), and by the time you connect your
own listener, some of these events have already been broadcast, and
that is why you get nondeterministic behavior. You should use the
SBTarget.Launch function to specify the listener from the start.
The second problem is the handling of the Stopped events. Sometimes
LLDB needs to stop the inferior do to some internal work, but this the
program is immediately resumed. This event is broadcast as a "stopped"
event with a special "restarted" bit set (see
SBProcess.GetRestartedFromEvent, and
<http://lists.llvm.org/pipermail/lldb-dev/2016-January/009291.html>\)
hope that helps,
pl