Still have no idea how to kill myself and progress. It seems like the model is semi-clipped into the chair, so if the idea is to push him over it doesn't work. Tried sneaking up and jumping to him just in case it had something to do with back stabbing, but neither worked. I've basically hit a wall.
Other things:
-Might be a good idea to add some dialogue for if you stay in your chair. The following dialogue in the closet suggests as much, so when I played the game again I was disappointed nothing happened.
-The gloves lesson's pacing could be a bit better. The part where cricket plays happened a bit too early, so I missed the joke the first time around. Would be good if the trigger for it were closer to the briefcase.
Hoping the fixes for everything come out soon.