If he misses out on CL though, people are gonna start asking questions, because sooner or later the reality hits that "proven winner" and "best manager in the world" only actually managed to win one trophy of note in last 5 years, despite spending endless millions.
I'm confused how you managed to come up with this, because he's won more. The league cup with us and the Premier League with Chelsea two seasons back. That gives him two in the last 2/3 years, without even thinking anything further back.

