Cutting a concrete pool deck to bury a pipe for slide

Are you talking about cutting all the way throughout the slab? Why? Does that joint go all the way through now? Or is it just a stress-crack-hider (sorry, forgot what those are called).

Using the existing expansion joint might save a little work. If he does that, why bother with the planter? Just widen the joint enough for a 3/4" pipe, or that existing hose. Just run it from the slide, over to the joint, along the joint, off the slab, then over to the pipe (or move the pipe over to the end of the joint). The reducer can be there. He doesn't have to run 2" pipe anywhere else. Less cutting. Looks to be less than a foot between the end of the joint and the slide. Doesn't look to be a foot path. Done.

Sure, it'd look better if it was all hidden, and it that's what the OP is after, go for it. No one but him is going to notice if that hose comes out of the concrete right under the slide, at the end of a Sikaflex-filled trench, or via a buried pipe, or a foot over by the end of the existing, widened expansion joint, or out of the side of the planter. He should do what looks right to him, but he'll be the only one it matters to...

Really comes down to how much effort/time he wants to put into it...

No, just a channel deep enough for the pipe and a little Sikaflex over the top of it. Expanding the width of the existing control joint would make it blend in easier. If that plastic insert is like mine, it's about 2 or 3 inches tall. Cut another groove next to it the width needed and then removing the section in between the new groove and control joint to the depth required.

Running it into the planter would look neater and keep little hands from messing with it (at least it would be further away from their hands).
 
No, just a channel deep enough for the pipe and a little Sikaflex over the top of it. Expanding the width of the existing control joint would make it blend in easier. If that plastic insert is like mine, it's about 2 or 3 inches tall. Cut another groove next to it the width needed and then removing the section in between the new groove and control joint to the depth required.

Running it into the planter would look neater and keep little hands from messing with it (at least it would be further away from their hands).

OK, we're describing the same thing. Using the existing channel should make it easier, for sure. I originally was thinking right under the ladder, and come up right where the hose goes up the ladder. I'm hearin' ya about going through the wall, to make it tidy, but then it's gotta come right back out of the wall a foot over, and still cross that span between ladder and planter. So I'm not sure it's going to look significantly better that way, enough better to justify drilling two holes through his planter.
 
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