Nah. Fergie only did it with one team his entire career - I admire his consistency, but he never challenged himself.
He was fantastic for Aberdeen and then The Red Cunts of Manc snapped him up, where he turned the Red Fucks into a domestic and European juggernaut in the late 90s and early part of the century.
Ancelotti has won in Italy, Spain, England, France, and Germany. No one has as many CL titles as Ancelotti, and I believe he is the only coach to have won in every one of the top 5 leagues.
Moaninho is incredibly overrated, and his fall from grace has been spectacular. His peak period was rather short in managerial terms, and for all his "accomplishments" he only has one CL crown to go with his 8 league titles (6 in the big 5). Ancelotti has 6 League titles in the big 5 leagues as well to go with his 5 CL crowns. Moaninho is a toxic cunt who consistently throws his players under the bus, so his man management skills leave a lot to be desired.