I think the medical community is still catching up to the knowledge that experienced users have - even today, I'd still recommend newbies read up on the stuff themselves, and do it with someone experienced that they trust.

The research will eventually catch up, and within a decade or two tripping in a doctor's office will be much more responsible and fruitful. Doctors can already provide a lot of pharmacological advantages: they have access to consistent, predictable, controlled dosages, and access to prescription antipsychotics to end a trip if it is not going well, which is obviously a much better situation than eating a few mushrooms with an unknown amount of psilocybin then hanging on and hoping for the best.