A kite 75 feet above the ground moves horizontally at a speed 4 ft/s. At what rate is the angle $\theta$, which is between the string and the horizontal ray, decreasing when 250 feet of string has been let out?
I discovered the answer is $\cfrac{d\theta}{dt}=-\cfrac{3}{625}$ radians per second. Initially I tried solving it using $\cos\theta=\cfrac{4t}{250}$, differentiating both sides to solve for $\cfrac{d\theta}{dt}$, but I got the wrong answer. It turns out I needed to implicitly differentiate $\cot\theta=\cfrac{4t}{75}$. Can anyone explain why this particular trig function is necessary? I understand generally it's crucial to pick the right trig function because you're usually solving for a value of a particular side of a right triangle, but in this case I figured as long as I pull out $\cfrac{d\theta}{dt}$ and isolate it then I should get the right answer regardless of the function I use. But that wasn't the case.
Any answers?

The problem is not with which trig function you picked since it should always work properly, i.e., you get the same answer, regardless of which function you use. Instead, the problem is that the $250$ is not a constant. Instead, consider the diagram above, where $A$ is the person's position and $C$ is where the kite is located, so $\left|AC\right|$ is the length of the string currently let out. Using the Pythagorean theorem gives that in general
$$\begin{equation}\begin{aligned} \left|AC\right| & = \sqrt{(4t)^2 + 75^2} \\ & = \sqrt{16t^2 + 5625} \end{aligned}\end{equation}\tag{1}\label{eq1A}$$
This means $\left|AC\right| = 250$ is the length of the string that is let out only at a certain time, in particular at $4t = \sqrt{250^2 - 75^2} \implies t \approx 59.62$ seconds.
Using that $\cos \theta$ is the adjacent side length divided by hypotenuse gives, from \eqref{eq1A}, that the correct expression using $\cos$ would instead be
$$\cos \theta = \frac{4t}{\sqrt{16t^2 + 5625}} \tag{2}\label{eq2A}$$
I'll leave it to you to differentiate and solve this yourself to confirm that you then get the same result as you got using $\cot \theta = \frac{4t}{75}$.