Let $a$ and $b$ be your two independent random numbers.
First of all, we need to check whether the three given sides even form a triangle. For that, $a, b, 1$ need to satisfy the triangle equation, i.e. $a + b \geq 1$ (the other two permutations are always satisfied anyway).
Now when is this triangle obtuse? Well, we know that the side of length $1$ is the longest side, so it must be opposite the largest angle $\gamma$.
When is that angle $\gamma$ obtuse? For that, remember Pythagoras. $\gamma$ is a right angle exactly when $a^2+b^2 = 1^2$, similarly $\gamma$ is obtuse exactly when $a^2+b^2 < 1^2$.
Now what is the probability of $a + b \geq 1 \wedge a^2+b^2 < 1^2$? Let $a$ and $b$ denote coordinates of a point $(a, b)$. This point is, by (assumed) independence of $a$ and $b$, uniformly random in the unit square $[0,1]^2$.
Now $a$ and $b$ satisfy the property $a^2+b^2 < 1^2$ exactly when $(a, b)$ lies in the unit sphere. The part of the unit sphere that lies in the unit square is a unit quarter-sphere, of area $\pi/4$.
Furthermore, $a + b \geq 1$ is the case exactly when $(a, b)$ lies above the diagonal between $(0, 1)$ and $(1, 0)$. This diagonal divides the circular sector into a segment and a triangle. The triangle has area $1/2$, so the segment has area $\pi/4 - 1/2$.
Two numbers $a, b$ now satisfy the property given in the problem exactly when $(a, b)$ lies in this segment. Since $(a, b)$ is uniformly distributed over the unit square, the probability that this happens is exactly the area of the segment divided by the area of the square (which is $1$). The probability you are looking for is exactly $\pi/4 - 1/2$.