Even with just those 9 tests, if the game has a 50% chance of working, it'd be a 0.390625% chance that it would have only worked while using TWBT in those tests.
I should have been clearer with my choice of words: I'm not suspecting a "random" issue, but one that is not
caused by the things you're changing. Your math assumes that crashes are independent, which they aren't necessarily. Just last week I ran into a crash that occurred almost always on Windows and almost never on Linux, even though the source code of DF+DFHack+plugins was the same. To re-emphasize part of my earlier post, I suspect that the crash you're seeing
becomes harder to reproduce with certain combinations of shared objects (either libraries or plugins) loaded.
i.e. certain combinations may
affect whether a certain crash occurs, but do not necessarily cause
or fix said crash.
Do you have any crash reports from these crashes?
Then tried switching just the Print_Mode to TWBT without installing TWBT.
This is identical to [PRINT_MODE:STANDARD], by the way. I would be more interested in knowing if you get crashes with TWBT installed but PRINT_MODE set to something else (e.g. STANDARD); that could help narrow down whether TWBT simply being loaded into memory has an impact.