Talk:My Little Pony Friendship is Magic/Animated shorts/@comment-5837525-20190212151224/@comment-1031724-20190220004130

It doesn't have to be at that time frame. It just shows a better scenario of them trying to be Teacher of the Month, without directly referencing the events of that episode.

And the reason it says "After Non-Compete Clause" is coz in that episode, Fluttershy was Teacher of the Month for the ninth time in a row, and here she's Teacher of the Month for the 16th month in a row. I'd probably say it's set after Season 9, unless Season 9 ends with the other Mane 5 becoming alicorns. (And my guess goes that they will after defeating Equestria's biggest threat, whomever that may be)