Uniformly bounded just means that the bound doesn't depend on $N$.
First note that
$$ |\cot \pi z|^{2} = \Big|\frac{\cos \pi z}{\sin \pi z} \Big|^{2}$$
$$ = \Big| \frac{\cos \pi z \cosh \pi y -i \sin \pi x \sinh \pi y}{\sin \pi x \cosh \pi y + i \cos \pi x \sinh \pi y }\Big|^{2}$$
$$ =\frac{\cos^{2} \pi x \cosh^{2} \pi y +\sin^{2} \pi x \sinh^{2} \pi y}{\sin^{2} \pi x \cosh^{2} \pi y + \cos^{2} \pi x \sinh^{2} \pi y }$$
$$ = \frac{\cos^{2} \pi(1+ \sinh^{2} \pi y) + \sin^{2} \pi x \sinh^{2} \pi y}{\sin^{2} \pi x(1+\sinh^{2} \pi y) + \cos^{2} \pi x \sinh^{2} \pi y} $$
$$ = \frac{\cos^{2} \pi x + \sinh^{2} \pi y}{\sin^{2} \pi x +\sinh^{2} \pi y}$$
Next note that $\cos^{2}\Big( \pi (N+\frac{1}{2}) \Big) = 0$ and $\sin^{2} \Big( \pi (N+ \frac{1}{2}) \Big) =1$.
So on the vertical sides of the square (where $x = N + \frac{1}{2}$ or $x = - N -\frac{1}{2}$),
$$ |\cot \pi z|^{2} =\frac{\sinh^{2} \pi y}{1+ \sinh^{2} \pi y} = \frac{\sinh^{2} \pi y}{\cosh^{2} \pi y} = \tanh^{2} \pi y $$
$$ \implies |\cot \pi z| \le |\tanh \pi y| \le 1 $$
And on the horizontal sides of the square (where $y = N + \frac{1}{2}$ or $y = -N - \frac{1}{2}$),
$$ |\cot \pi z|^{2} \le \frac{1 + \sinh^{2} \pi y}{\sin^{2} \pi x + \sinh^{2}\pi y} $$
$$ = \frac{\cosh^{2} \pi y}{\sin^{2} \pi x + \sinh^{2} \pi y} \le \frac{\cosh^{2}\pi y}{\sinh^{2} \pi y}= \coth^{2} \pi y$$
$$ \implies |\cot \pi z| \le |\coth \pi y| \le \coth \frac{\pi}{2} \approx 1.09$$
Thus $|\cot \pi z|$ is bounded by $\coth \frac{\pi}{2}$ on the sides the square, which implies that $\cot \pi z$ is uniformly bounded on the sides of the square.