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Under Sink issues

I noticed yesterday that my sink drain was not connected to the tailpipe. After many tries, I was able to screw it back together (see picture). That no longer seems to be an issue. However, it's not on very tight; does the tail pipe need to be replaced with a plastic slipnut?

Also, see the other attached pic. Water is also leaking from the drain itself. You can see a drop. Does this mean I need a new drain?

This work was done by plumbers who screwed up many things in my house. Let me know if it looks like bad work.

thank you

Re: Under Sink issues

The leak will probably be taken care of if you tighten the basket collar. Do you have a nylon compression ring under the nut?

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