I'm evaluating $\sin\left(\frac{1}{2}\sin^{-1}\left(-\frac{7}{25}\right)\right).$
The first thing I did was rewrite it as $\sin\left(\frac{\beta }{2}\right)$
Then I said that $\sin\left(\beta \right)=-\frac{7}{25}$
Using the Pythagorean Identity I found $cos\left(\beta \right)$
$\cos\left(\beta \right)=\pm\sqrt{1-\left(-\frac{7}{25}\right)^2}$
So $\cos\left(\beta \right)=\pm\frac{24}{25}$
Then to choose the sign of $\cos\left(\beta \right)$, I did this:
1) $\sin^{-1}\left(...\right)$: QI or QIV
2) $\sin\left(\beta \right)>0$ QI or QII
3) $\rightarrow \cos\left(\beta \right)$ is in QI
$\cos\left(\beta \right)=+\frac{24}{25}$
Then I applied this to the Half Angle Formula for Sine:
$\pm\sqrt{\frac{1}{25}\left(\frac{1}{2}\right)}$ $=\pm\frac{1}{5}\left(\frac{\sqrt{2}}{2}\right)$ $=\pm\frac{\sqrt{2}}{10}$
But which sign do I choose?

@N F Taussig has set me straight on this...
$\arcsin$ takes values in $[-\frac{\pi}2,\frac{\pi}2]$, so, in fact, $-\frac{\pi}2\lt \beta\lt0$ (since $\sin{\beta}\lt0$)
So we conclude that $$-\frac{\pi}4\lt\frac{\beta}2\lt0$$ and $\sin{\frac{\beta}2}\lt0$.