The following is a quote from wikipédia:
Based on wind resistance, for example, the terminal velocity of a skydiver in a belly-to-earth (i.e., face down) free-fall position is about 195 km/h (122 mph or 54 m/s).[2] This velocity is the asymptotic limiting value of the acceleration process, because the effective forces on the body balance each other more and more closely as the terminal velocity is approached.In this example, a speed of 50% of terminal velocity is reached after only about 3 seconds, while it takes 8 seconds to reach 90%, 15 seconds to reach 99% and so on.[end of quote]
If this is true then there should be reason to break down the harnessing of power into multiple stages (as always, no engineering issue) since every 3s one could harness 50% of terminal velocity 5x50% in 15s rather than 1x99% if we let it go...Basically, keep the acceleration at it's maximum the whole time so as to accumulate as much kinetic energy as possible.
Even for a properly shaped weight, the fall from 50km will last several minutes giving the oportunity to harness the energy many times, wouldn't the total energy harnessed be more important than the sole value of the object dropping without interference?