I just read a short list of what FAA calls disqualifying meds.
https://www.faa.gov/faq/does-faa-ha...-pilots-can-and-cannot-take-while-flyingMost of them have pretty short half lives in the human body and should be safe after the effect wears off. A few of them don't simply wear off, and would have to be tapered with chronic use. Their list of tranquilizers, opiates and anti-psychotics are not easy to just stop and say you're OK.
It's mainly the anti-psychotics and psychotropics that I was referring to. My doctor has advised that since I had previously exhausted all other prescription sleep med options to no avail, the next step would be pshycotropic medications. Knowing those are a disqualifying class of medications, I elected to find safer options for dealing with sleep issues. But others may be in the same boat. Even though they don't have any underlying conditions normally treated by a medication, their PCP may have prescribed them something that has a "beneficial side effect" that helps them, but disqualifies them. Then there are those that do have the underlying condition that is treated by a disqualifying medication, and unfortunately cannot fly. My stepson for example has ADHD. Because of his medication, he would not be able to pass a medical, so unless he in the future is able to wean off the medication, he can't get his PPL.
I like your idea about buying and donating Dale's plane. I wish I had money to help contribute to such a legacy as well.