I've probably tripped around 20 times throughout my life. I did it mostly because I bought into the idea that psychedelics would improve my life and habits in some way. I don't believe that anymore, and I don't think psychs really changed my life at all except it gave me lots of cool memories. I kind of feel some level of nostalgia for that reality-bending feeling of being on psychs, even though the last time I took it was only a couple months ago. It's just so different from everyday experience.
If you have something to learn, it will be there to teach you (or at least prepare your comprehension). But you need to touch grass in between because praxis is the key to understanding.