AC Milan:
New manager, check
Shit result, check.
Such poor decision-making. Pioli is competent, but a known quantity, with limited scope to truly grow the club. As a pure coach, in terms of his ideas, the tactical rigour of his teams, Giampaolo is among the best in the game imo. Now any coach's quality will only ever be recognised by the wider world when you marry the coach's quality with the players and the sporting environment. In that sense, Giampaolo isn't recognised yet but that's the beauty of these bets, you get to be the first and reap the potential rewards. You appoint a coach with a focus on risk and initiative like Giampaolo, you need to give him a year just to take root, build in those ideas, get through those defeats, back your investment. Like with any investment, understand the nature of the product and act accordingly. What they did is neither here nor there.
Both Milan and Utd are lacking quality at the very top. I've always wondered why more clubs don't create a clear structure for these guys, the ones appointing the managers and coaching structure; both incentivise and penalise. You sack a guy after less than 10 games you walk with him, forego your compensation.