Unsure of what's being asked I suggest the following:
Notice that $U=\{(x,\frac{1}{5}x) | x\in \mathbb{R}\}$.
Now what's $U^\perp$? Check that it is $U^\perp=\{(-x,5x) | x\in \mathbb{R}\}$.
Now take $p\in U^\perp$ such that $v-p\in U$. Because $p\in U^\perp$ you know that $p=(-5\alpha, \alpha)$, for some $\alpha \in \mathbb{R}$. So we get $v-p=(52+5\alpha, 52 -\alpha) $. But now we want $v-p\in U$.
Because $\{(5x,x) | x\in \mathbb{R}\}=\{(x,\frac{1}{5}x) | x\in \mathbb{R}\} = U$, we know that $v-p\in U$ if, and only if, $5\cdot(52+5\alpha)=52-\alpha$.
Solving for $\alpha$ in order to get $v-p\in U$, follows that $\alpha=-8$.
Therefore $p=(40,-8)$ and $||p||=\sqrt {40^2+8^2}=\sqrt{8^2\cdot5^2+8^2}=\sqrt{8^2\cdot(25+1)}=\sqrt{8^2}\sqrt{26}=8\sqrt{26}$.