TL;DR: yes the forces Apply "at the same time", but no, they are not equal and opposite if you are not in the stationnary state described in the answer
The answer you refer to is talking about a quasi-stationnary picture, i.e. when the "friction" from the medium and the driving force induced by the field have equilibrated ($eE = kv$). It shows you why the electron eventually reaches a constant speed.
However, if you ask the question of how it gets to that speed, you are in a non-stationnary picture.
If you imagine that your electron starts from perfect rest ($v=0$), and that you Apply an electric field, you can easily see that the dragging force is initially 0, and so the electron will start Moving as if it was under the influence of the field only. As it picks up speed, the dragging force itensifies, so that the acceleration of the electron is reduced. This goes on until both reach equilibrium, as explained in the answer you mention. Only then are the forces equal and opposite
The key here is the linear dependance of the dragging force with speed ($F_{drag} = kv$). In this very simplified model, the problem is that same as describing any object pushed through a viscous fluid (e.g. the air). So the result should not appear any more counter-intuitive than the one you get when studying an object falling in the air for example