I came across this problem. I guess it is not necessary to be solved fully by hand (since I don't know if that's possible really). I mean tools like Wolfram Alpha can be used. Also, I don't know if it can be solved exactly in radicals, or if we should look for a numeric solution. Anyway, here's the problem.
We are looking for the maximum radius $r$ so that this circle there sits on top of the graph of $f(x) = x^3 - x$ and touches the graph at its extremum point (that's the only point they have in common).
I did some computations by hand. I took the center of the circle which has coordinates $(1/\sqrt{3}, -2/(3\sqrt{3}) + r)$ and I wrote the equation of the "lower semi-circle" and I came up with a function $g(x)$ whose graph is that lower semi-circle. That function is defined for
$x \in [1/\sqrt{3}-r,1/\sqrt{3}+r]$
I then put a condition on it to be above $f(x)$ and so I think it boils down to finding the max $r > 0$ such that this inequality
$r-2/(3\sqrt{3}) - \sqrt{r^2 - (x-1/\sqrt{3})^2} \ge x^3 - x$
is satisfied for every $x \in [1/\sqrt{3}-r,1/\sqrt{3}+r]$.
The function in the LHS here is $g(x)$.
But I have no idea how to continue further i.e. how to find this max value for $r$.
In geogebra I can see that 0.28 is OK for r but 0.30 is already too much. So the answer is some number in between these two.
I don't know if my approach is OK. Maybe I should think in the opposite way, "drop" a larger circle which sits on top of $f(x)$ (its center won't lie on the line $x=1/\sqrt{3}$), touches the graph at 2 points, and then put some conditions on it to see when these two points will merge into one point (when we're decreasing the circle's radius).
So I don't know if my 1st approach will lead me anywhere, maybe there's some smarter trick to be used here.
Also, if anyone could share a general approach to solving such problems (again, using WA might be OK, numerical solution might also be OK) that would be great.

Let
$$f(x)=x^3-x$$
As indicated in the comments, your issue deals with the osculating circle in a certain point which is the minimum .
In order to manage this circle, you have to know that its center belongs to a curve called the evolute of the initial curve $(C)$, which is obtained as the envelope of the normals to the curve as shown on the graphics below :
The generic equation of the normal at point (a,f(a)) is :
$$y-(a^3-a)=-\frac{1}{3a^3-1}(x-a) \iff (x-a)+(3a^3-1)y-(3a^5-4a^3+a)=0 \tag{1}$$
The technique now to get the envelope is to "play" between (1) and its derivative with respect to parameter $a$, $$-1+6ay-(15a^4-12a^2+1)=0\tag{2}$$
The verb "to play" has to be interpreted as considering (1)+(2) as a sytem of 2 equations in two unknowns yielding a couple of solutions :
$$x=\varphi(a), \ \ y=\psi(a)$$
which are plainly parametric equations of the involute (blue curve).
I just had a look at your exchanges with Intelligenti Pauca. So my question is now : what do you need to know more ?