One major problem is the recipe. In both the mixer and hand versions he says to use all the flour from the get-go. This is just wrong. If the dough is dry he says to add water. Water should not be necessary at all (nor should oil unless one is using it for flavor). If the dough is dry it's because too much flour was used. Pasta must be gauged as it's made due to the variances in moisture content of the flour at hand and the ambient humidity.
If making by hand one feels the right amount of flour. When the dough becomes a shaggy mass it's kneaded - still in the mound - till it comes together, then should be removed to a floured surface to be kneaded further, adding flour from the mound only when needed.
One can finesse this in a machine by starting with less flour than called for then, after the dough comes together a bit, adding flour just a bit at a time and periodically feeling the dough.
If using a machine don't take it past the slightly sticky stage in the machine. Remove it, knead a minute or two on a lightly floured surface to get a sense of it and, if still tacky, re-flour the surface and knead till smooth.
I usually cut pineapple into planks (cut lengthwise) rather than rings (which are cut crosswise). A relish works well too. Have the rest of your relish ingredients ready to go (e.g., finely chopped toasted nuts and/or crushed nut brittle; finely minced candied ginger, dried mango, or dried banana; vanilla bean seeds; pomagranate molasses, agave nectar, etc.), or just go it alone, grill the pineapple, chop (I like a small and large dice together), toss with the other ingredients, if using, and serve.