Consider a triangle with the law of sines setup/notation:
${\displaystyle {\frac {a}{\sin \alpha}}\,=\,{\frac {b}{\sin \beta}}\,=\,{\frac {c}{\sin \gamma}}}$
Recall that Angle-Angle-Side describes a unique triangle with area given by
$\tag 1 a^2 \frac{sin(\beta) sin(\gamma)}{2 sin(\alpha)}$
If both $a$ and $\alpha$ are set, we can let $\beta$ be a variable, and can write
$\tag 2 \gamma = \pi - (\beta + \alpha) $
A useful trigonometric identity allows us to write
$\tag 3 sin(\gamma) = sin(\beta + \alpha)$
To maximize (1), we can ignore the constant multiplicative factors, finding that the function
$f(\beta) = sin(\beta) sin(\beta + \alpha)$
is of interest. Using the sine angle addition identity and the sine double angle identity, you can write
$f(\beta) = cos(\alpha) sin^2(\beta) + sin(\alpha) (.5) sin(2\beta)$
Using the double angle identity again, you will find that the derivative of $f$ with respect to the variable $\beta$ is equal to
$\tag 4 cos(\alpha) sin(2 \beta) + sin(\alpha) cos(2\beta)$
If you set the expression (4) to $0$, after some algebra you can write
$\tag 5 tan(2\beta) = - tan(\alpha)$
But using the useful identity,
$tan(\pi - \theta) = -tan(\theta)$, we find that the derivative is zero when
$\tag 6 \beta = \frac{\pi - \alpha}{2}$
When $\beta$ takes this value so does $\gamma$, so we are looking at an isosceles triangle when the derivative is $0$. Examining (1) it is easy to see that this is the maximum possible area for these constrained triangles.