Don’t get the “serial loser” tag...the vast majority of managers are serial losers...if you’re referring to trophies.
He was too good for Swansea...but what is he supposed to ‘win’ there that would change your opinion?
He took over a disjointed Liverpool side who were nowhere near consistent enough to challenge- he got them to within a hair of winning with limited investment. Because he didn’t win a league or CL...does that make him a serial loser?
Celtic doesn’t count.
Leicester - well even the most deluded Leicester fan would have to admit he has done a wonderful job considering he has had to sell key players has had limited investment etc. They are never a walk over and are a real threat to good opposition on their day. The FA Cup was a great achievement.
So if he can get results with limited investment, recruits well and most importantly- we know he is tactically astute who favours “technicians”... I’d say players like Greenwood, Sancho, DVB, Amad, Bruno and Pogba might actually flourish.
I’d take him in a heart beat- beggars can’t be choosers and all that