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you don't say what you are running it in.
Phydeaux said "Loving your enemy and doing good for those that hurt you does not preclude killing them if they make that necessary."
Phil Thien
women have trouble understanding Trump's MAGA theme because they had so little involvement in making America great the first time around.
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well the 14/2 will be run in 1/2 PVC conduit. So I either tee off that as I go past the island or go onto the generator then come back with another run. I won't be splicing underground. the wiring would run through the tee to the island ina box with a blank cover plate, then back through the tee onto the generator. the splice would be made in the box. another option is 2 runs of counduit to the island. one comes from the house to the island, the other goes from the island to the generator.
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There are PVC tees available. In fact, most supply stores have various shapes so you can make the turns you need and have the cover face any way you want.
They are far too small to junction UF-B, but without splices it should work.
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Bring the conduit up with a 90 deg. sweep, into a box above ground, then drop from the box down to another sweep, and keep going to the generator. Size it for both max fill, and easy wire pulling, which usually means larger than the minimum for two circuits. Unless using just one circuit for both the trickle charger and LV lighting, but then you can't control it all from the house.
Or use a buried conduit box (hand hole) with lid at the surface. But it's easier just to stub them up and use a gray PVC box, buried from view in the foliage.
Tom
“This place smells like that odd combination of flop sweat, hopelessness, aaaand feet"
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Better up size that conduit to 3/4" minimum.