The hamingja (Norse guardian spirit that dictates luck) saw your sacrifice to save Bob and blessed your second run! Other than during the ending, there's no fourth meeting with Bob, so if you did get promoted at the end of the week without sending Bob to Valhalla, you'd never see him again. And yeah, I must have forgotten to update the essence gauge after a restart, thanks for catching that!
And thank you for playing! Bob was a last minute addition so his arc was a bit rushed, but I'm glad you liked him still! Thanks again~