I'd like to throw skiing technique out the window for a second and focus on pure physics for a second because ultimately physics govern the world we live in. Ultimately what we have is a ski in contact with the water at an arbitrary angle during a turn or while holding a straight line cross course. Now keeping that angle constent for this duscussion (45 degrees for example for which is the ski rolling around the long axis). This generates an incline plane which allows the water to gain a mechanical advantage on the skier. Keep this thought in mind now. Now how does this effect the length of the ski?
In theory you are going to need a specific surface area of your ski in contact with the water to generate enough force or "holding power" to keep you on your path or "hold your angle behind the boat". This is independent of the length of the ski because surface area is a function of width and length. Now how come you cant run 38 off on a short and wide wakeboard or trick ski at 36mph? Due to the fact that the water has the mechanical advantage on you due to the incline length, you physically cannot get the ski deep enough in the water at speed and the result is sliding forward down course.
Now how do you generate the surface area needed for the proper "hold" in the turn or cross course action when you are essentially constrained in the width direction? Answer: increase the length. This is also a double edge sword in your favor as well. Think of the surface area in contact with the water (as it remains constant). A long and skinny incline surface vs. Wider more square incline plane (while of course keeping the inclination constant). With this you are decreasing the horizontal and vertical components of the vectors representing your inclined plane and with that you are effectively reducing the mechanical advantage the water has on you and your ski requiring less work (force x distance) on your end.
Now bringing it all together. On a short and wide ski, due to the resistance generated by the thick viscous nature of water (causing lift effectively) you are not able to get the ski deep enough to generate enough surface area for the proper hold. Thus, increasing the length knowing the ski will only ride so deep at cross course at angle will generate the needed surface area for "hold". Now for a 36mph skier there will be a point at which additional length beyond "x in." will allow for even more surface area then required for the hold needed on a set path cross course. The result is a increase in cross couse speed due to reduced drag via increased lift, and increasing the width only results in more ski out of the water. So in theory a longer ski will allow for a skier to gain mechanical advantage on the water, thus making cross course more efficient. However, due to length and scaling design as @horton mentioned, this generally means you or binding connectionat the ski (the applied force) will be at a greater distance from the fin (the applied load) and closer to the ski (the fulcrum just ahead of the bindings). In physics terms of a 3rd class lever this means you will be at a greater mechanical disadvantage making the ski harder to turn.
Now for relationship of the skier height and relation of their center of mass while keeping the mass value (skier weight) constant:
The taller the skier, the higher the center of mass is above the ski while keeping their weight constant between skiers. The skier in relation to the ski is a 2nd class lever. That means the ski surface is the fulcrum, the resistance is at the width of the feet and lateral binding pressure points, and the center of mass is the applied load. In the scenario of the 2nd class lever increasing the distance between the applied load and the fulcrum will increase the mechanical advantage the skier has on the ski making it easier to turn. That being said a 6'3 skier 180lbs (skier A) will be able to turn a given ski much easier than a 5'3 180lbs (Skier B ) skier. Now when you sum the total work done from our entire descussion with mechanical advantage in mind, skier A will be able to ski a Longer ski and generate more speed and turn the same radius as skier B with the same overhall input work of the function.
Take that with a grain of salt because putting that all together only works if you the skier can put it together with proper technique to mirror the physics needed. Technique then with that in mind will have a huge effect on how a given skier may perceive how a longer or shorter ski may help them, and the world we live in is not perfect either and is filled with anomalies.
I apologize for any spellimg or grammer in that long post, i went into engineering because i hated English class in school haha.
I hope this helps with topic insight, but at the end of they day we'll be right back where we started with the gold standard "try it before you buy it".