Is sentence wrong?

Is 2nd one wrong?

Is he worth missing your train over?
Is talking to him worth missing your train over?

Is the 2nd option correct

you can say "He is worth missing your train (over)" or "It's worth missing the train over him" meaning the first is correct.

but you can't say "Talking to him is worth missing the train (over)" or It's worth missing the train over talking to him" meaning the second is wrong or not?

Is this correct?
No money is worth losing your family.

Thanks