With first-timers to hypnosis, we often have them wake up from a very light hypnotic state so they can compare the hypnotic state with normal waking consciousness.
Literal
First-time hypnosis [into-に] enter person [attributive-の] case, very shallow hypnotic-state [from-から], awaken-[have-them-do-してもらう]-[and-て], hypnotic-state [and-と] normally awakened state [and-と] [object-を] compare-[have-them-do-てもらう] [nominalizer-こと] [subject-が] often-exists-[polite-あります].
Technical description of hypnotherapy procedure. ~てもらう ('have someone do X for me/us') is key here — twice. In explanatory/clinical prose, ~てもらう is often used where English would say 'we have the patient X' or would use the causative. ことがある ('there are times when X, it happens that X') with よく ('often') is the frequency-stating pattern. The ~と~と structure lists pairs being compared.