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Fix a water service pipe in basement wall

My house was not so well built. As an inveterate DIY'er, I usually fix issues myself... but for this one, I'll need to hire someone. What do I want to see a qualified contractor do here?

Issue: When the house was taken off well and put on city water in the 80's, the 3/4" copper service was put through a close fitting hole bored in the poured concrete basement wall, about 5' below grade. And apparently sealed with nothing more than hydraulic cement. No sleeve, and where was the @#! inspector?  

Yes, now it leaks after a big rain, and I worry about the pipe itself. So, how should the contractor install a proper sleeve and seal after the fact? And is there any way to avoid trenching on the outside?


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