Our progression has been fine as evidenced by the amount of goals we've scored in the second half of the season.
We've picked up 8/12 points against Liverpool and City, two of the best pressing teams in the world, so we are obviously not doing too badly on that front.
We all love Dembele but he had his faults too. One major one being his limited passing range and habit for holding on to the ball for too long - hardly ideal for a counter attacking team (as we are usually against the better sides).
Our issues are not against pressing sides they are against bus parkers so I don't think a press resistant midfielder is the solution.
My point is, I think this team improves more by having lets say Trippier and Alonso in at wingback than it does by having Bissouma or Dembele in for Hojbjerg with Sess and Emerson remaining at wingback.
Imagine how many more goals Kane would have if we had players capable of finding him from wide?