I would use both trades, one for the experience in pool plumbing of the skimmer and the other for the experience of leveling/stabilization of the flat work.
Be careful there. The deck floats over the bond beam and does not make contact with the bond beam to allow for the expansion joint.
If you lift the cantilevered deck and it makes contact with the bond beam you will have compromised the expansion joint and can create cracking problems with the pool.
I was thinking that if I ever had to replace my entire deck, I would go cantilevered, to ensure I never had to deal with an "undulating" deck again, the separating of the deck from the coping and the tearing apart of my expansion joint, etc.
But if the soil under my deck is historically somewhat unstable, tending to move up and down a bit with the seasons, would I be even worse off with a cantilevered deck? Since if the soil shrunk or expanded a bit, the cantilever would lift, sink or otherwise tilt and either pull the expansion joint apart or, as you mentioned, set the cantilever onto the shell, or who knows what?
Expansion joints are time consuming to keep maintained but serve a useful purpose. I feel that they are not installed often enough due to appearance.
Cantilever decks still require expansion joints if the field is locked on one side to an object that is stationary like a footing or structure.
All these situations point back to expansive soils and the problems they cause with movement of one object and the lack of movement of the other.
@Dirk Happily I have no direct experience with cantilevered decks or with expansive soil so any comments are theoretical.
A cantilevered deck should have some slip material placed in between the bond beam and deck. Typically roofing felt or plastic sheets are used. If the slip material is intact then the deck can make some contact and the expansion joint will be intact.
The deck over the bond beam rising is not a problem. It just expands the expansion joint.
Theoretically, if the side opposite the bond beam jacks up the slab enough to lay on the bond beam and put pressure on it is when problems can occur.
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