[Headmaster Windsor

The headmaster of Escape Academy who participates in the faculty lunch, provides the player with a locker key and an orientation checklist, and holds up a bucket of chum during the trial against Chef Callion.

Verification: Human verified

Headmaster Windsor is the headmaster of Escape Academy, the institution where the game's escape-training takes place. She is the first faculty member most players meet, handing out the tools needed to begin orientation, and she later appears at a key story moment during the trial against Chef Callion. This guide covers where to find her, what she gives you, and how she factors into the accusation proceedings.

Who [Headmaster [Windsor Is

Windsor holds the rank of Headmaster at the Academy. In the opening stretch of the game, she is the person who formally sets you on the path through the school, and she remains a recurring presence in the story, including the faculty lunch and the confrontation with Chef Callion. When you first meet her, she introduces herself as "the headmaster of escape academy, an educational institution dedicated to the study of escape" [src-2c17f7b0c2].

How to Meet [Headmaster Windsor

1. Complete the introductory escape sequence and enter the main campus. After the ride through the tunnel, head down the path toward the headmaster's office, turning right at the Eel Barnes memorial quad [src-2c17f7b0c2].
2. Approach the headmaster's office on the map. In the walkthrough footage, the map's top area is where you click to reach the headmaster's office [src-cc415a0c9f].
3. Speak to Windsor inside. Note that the office is also where the entrance exam is administered — the walkthrough describes talking to the girl in the office, skipping the conversation, and then clicking the door to begin the entrance exam [src-cc415a0c9f]. The exam itself is framed by Windsor as a test you must escape within a 15-minute limit before a memory-erasing gas fills the room [src-2c17f7b0c2].

What She Gives You

Upon speaking with Windsor, she provides the player with a locker key and an orientation checklist. These are the practical items you need to get started at the Academy, so make sure you complete the conversation with her rather than skipping past it — the checklist in particular is your guide to the tasks that follow orientation.

[Headmaster Windsor During the Trial Against [Chef Callion

When the accusation proceedings against Chef Callion take place, Windsor plays a direct supporting role: she holds up a bucket of chum for the player to inspect. This is a scripted story beat rather than a puzzle you solve — when the trial reaches the point where the bucket is presented, examine it as prompted to advance the proceedings. If you are following a walkthrough of the trial, watch for the moment Windsor raises the bucket and interact with it.

Tips

• Don't skip her dialogue. Windsor's orientation conversation is where the locker key and checklist are handed over; rushing past it can leave you without the items you need.
• Expect her to be watching. The Steam store page notes that for the "Spray Paint the Monument" lesson, "the Headmaster didn't exactly approve the lesson plan" [src-9c282bac46] — a reminder that Windsor's approval (or lack of it) is a running theme in the Academy's curriculum.
• She is a story character, not a puzzle vendor. Aside from the orientation items and the trial beat, Windsor's appearances are narrative; don't expect repeatable rewards from talking to her again.

Rewards

Speaking with Headmaster Windsor at orientation yields the locker key and the orientation checklist. Beyond these items, her role is primarily narrative: she anchors the opening of the game and appears during the Chef Callion accusation to present the bucket of chum for inspection. Treat her as the starting point of your Academy progression, and return to the headmaster's office whenever the map or story directs you there.

Details

role

Headmaster

orientation

Provides the player with a locker key and an orientation checklist upon speaking.

trialAction

Holds up a bucket of chum for the player to inspect during the accusation proceedings against Chef Callion.

Sources

• Escape Academy 2: Back 2 School walkthrough - Full guide and puzzle ...
• Escape Academy | Become the Ultimate Escapist!
• Escape Academy DLC 2 Escape From The Past (Yes Chef)
• Steam store page — Escape Academy
• Escape Academy - All Achievements/Trophies Walkthrough - 100% Puzzle Solution Guide (Xbox Game Pass)
• Escape Academy A Trying Trial Walkthrough