Good outer pipe glue / Spa draining into pool

So I think I found the culprit to why my spa is draining a few inches after the pool equipment is turned off. Though I have changed all the check valves and now have some o-rings coming for all the 3-way valves, I now have another issue.

I have an 4 stage in-ground pool cleaner, and have it running at night. I just drained my pool so trying to get my chemicals back to normal. In doing so I noticed that after 40 minutes of the equipment running that it was stuck on one of the stages and not turning over to the next stage.

I went back to the equipment and noticed a pretty significant leak around the in-ground pool part (see images attached).

What suggestions if any does anyone have... is there a glue to patch this while I try another solution... do I need to have a pool guy come out (not a handy man at all)?

Thanks everyone!
 

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