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The traditional wisdom is that you de-tune the tips and tails so that you don't hook them as easily when turning. Same goes for dishing spins on a cambered ski.
Most of your edge grip when you're not significantly engaged in a turn comes from underfoot, if you detune heavily in this area you'll find you have issues biting in, but you'll find rails easier. If your edge catches on a rail you'll a. slam and b. seriously risk an edge blowout, but you'll have to find a compromise between all-mountain performance and pure rail ability.
To be honest, with a rockered ski, I don't bother with a de-tune as such - I just hit them occasionally with a gummy stone to take any knicks/burrs out and keep them smooth.
Can't see why not... the hole centers should still be in the exact same position, and that's whats important.
Usual shit applies, lots of wood glue, blah blah... oh and if you can, I'd recommend tapping the holes for the inserts, if you get super unlucky when you're winding the insert in it will push the layers of the ski up instead of pulling itself into the hole.