Perhaps Doctor Whooves is not a medical doctor or a time lord, but a doctor of psychology.

The following are his journals after he receives instructions from Princess Celestia to permanently set up shop in Ponyville to keep an eye on Twilight Sparkle and her friends, where he learns more than he bargained for.

View the Google Docs table of contents: https://docs.google.com/document/d/1gCeHce9BTZ48P5fxNQDHq7diYlNqJIbkZNdMGLN3H5k/edit?pli=1