Have you ever organized an event? Have you ever attended an event? Like what part isnt to get here? Installing a fresh OS while you do other stressful things or just other things which need your attention is a stupid move.
Then on top: Have you ever done something which you are inexperienced with while beeing distracted by other things which need your attention? While under time pressure. In what world isnt that detrimental to anything you want to do.
And yes i'd argue the chances of having the same outcome with a different OS is a lot higher with these circumstances UNLESS you have like 20 years of experience like he does with Windows.