I cant be mad at the Ronaldo deal because United really had no choice there. For a club of that stature, it's unconceivable to let a legend who won a Ballon d'Or with them going to a rival.I don't think anyone at United watched Fred play at Shakhtar.
Nobody properly assessed how Sancho fits into Ole's ideas and definitely nobody saw more than five Ronaldo matches at Juventus over 3 years that he played there (and if they did watch five Juventus matches, they were most likely CL matches).
The issue is compounded by the fact that Ole doesn't have a footballing philosophy so it's not like you can buy specific players for his style of play.
I feel like Ronaldo played both Manchester clubs. IMO, CR wanted out of Juve quick and knew United couldnt refuse his service if the fee was reasonable so Mendes and him just used City as leverage to force United's hand.