On the Linux side of things, I've found it surprising how easy it is to crash GDB by doing funny stuff in the inferior program. (E.g., fiddling with the PT_INTERP header can make it read a null pointer when loading the program, https://sourceware.org/bugzilla/show_bug.cgi?id=30663. And at runtime, I've gotten several crashes by playing with the stack/instruction pointers.)

I wouldn't be surprised if some of these crashes are exploitable as RCEs, perhaps even through gdbserver. I'd be wary of running GDB on a malicious program without sandboxing both.

Sadly not about transport tycoon deluxe

TTD = Time Travel Debugging

hope it helps

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