Trusting the machine while it's in drawdown
I've been at this long enough to have automated with three different generations of tools, and the hard part has never been the tooling.
The hard part is the stretch where the equity curve goes sideways-to-down and you have no new information. The strategy hasn't changed. The market has. You don't know yet whether this is the ordinary bad patch you signed up for or the regime change that ends it, and you won't know for a while.
What I do: decide the shutdown condition before I ever turn it on, in numbers, and then treat every impulse in between as noise. Not because I'm disciplined. Because I've been wrong often enough to know my judgment is worst exactly when it feels most urgent.
Stay humble.