"If this trades doesn't go as planned, will I still be able to sleep at night?"
This is why I trade using limited margin around 1-5% of my portfolio, in case of things went really wrong i'm not losing anything, that 1-5% loss I can recoup back in no time and therefore I can sleep at night.
I always prefer building profit slowly than in one fell swoop only to get liquidated later.
Risk management is the key that people often overlook just because they become greedy and become FOMO.