@genderlessmenace666 Oh yeah, we all do. Every situation entails a bit of risk assessment.
Let's use sexism as an example. I can push it a little bit because I know most dudes don't want to get physical with another dude, so I tend to lean more on speaking up instead of not saying anything because privilege as a dude affords me that luxury.
In your case I can't advise that b/c it can get dangerous when you're by yourself.