Carlo Ancelotti - impossible. Even if, even if Madrid sack him - which they won't - he'd go straight into the Man Utd job. I'm certain of it. He is destined for bigger things than Spurs now. We should have gone for him when he left Chelsea, but that ship has truly sailed.
Antonio Conte - possibly, Juve aren't what they were, but he is Juve through and through. His Juve record is fantastic, sure, but they are the best team in a poor Serie A (until this season where Roma and Napoli look good also) I doubt he'd leave them for us though - would certainly take him though.
Diego Simeone - the one worth fighting tooth and nail for IF and I repeat IF we're prepared to give someone 2, 3 or even 4 years to get it right. He'd need time, as a young coach, but I think he'd have us playing some great football and could bring some big names too - only downside is, Athletico won't let him go easily, similar situation to Conte really.
Frank De Boer - done well with Ajax, brought through some great players, is charismatic, a good leader of mean, seems tactically astute, but is the one plying his trade in the weakest league of the candidates. Is he worth passing up so another team can find out what he's all about? I think so - based on nothing but a hunch.
Luciano Spalletti - I admit to not knowing a great deal about this guy, other than his Roma side were very, very good to watch. He could be just the man for the job, but I can't help but think I'd be a bit underwhelmed if he was our new boss, still, at least he isn't Tim Sherwood?
Louis Van Gaal - The chosen one. The man has won a trophy EVERY season. Every one! In 3 different countries, with 4 different clubs. Sure, Ajax, Bayern and Barca were 3 of them. But there's a reason he got those jobs. There's a reason Carlo Ancelotti has managed Milan, Chelsea, PSG and Real Madrid. A reason Rafa Benitez has managed Valencia, Liverpool, Inter, Chelsea and Napoli. A reason Guardio managed Barca and Bayern. A reason Mourinho has manged Chelsea, Inter, Real and Chelsea again. These guys are the best in the world at what they do - and the biggest clubs fight tooth and nail for them. Van Gaal, if he wants it should the job. He should also get whatever else he wants. Look at his record. He's won 19 trophies as a manager. Tottenham Hotspur has won 29 trophies in its entire history. People that want to pass on him need to get some perspective.