Consider $N$ pairs of random variables $(X_i, Y_i)$. $X_i$ are iid, with $EX_i=0$ and $EX_i^2=1$. The same conditions hold for $Y_i$. Moreover all $X_i$ are independent of all $Y_j$. It seems very reasonable that $\sup_i|X_i+Y_i| > \sup_i|X_i|$ with high probability:
$$P\left(\sup_i |X_i| \le \sup_i |X_i+Y_i| +\epsilon \right) < \exp(-c\epsilon^2)$$ But is it true? I can't find counterexamples and yet don't know how to attack the problem.