Also worth noting, during the two seasons mentioned, we would usually have a FB's pushed in and are wingers replacing them, giving us practically a back 6 for huge portions of games, DDG was at his sublime best, probably best in the world at that time and a lott of games United couldn't even get out their own half.
We are alot more adventurous in our attacking these day meaning holes will open and we have dealt with this well. We have a solid shape now without midfield or attackers dropping back an insane amount. See the Spurs diagram of average positioning to understand.
Yes Harry may not be 'World class' but in this era, not many are, defending is a dying art and arguably, Harry would walk into everyteam in the league.