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I like them both equally, but if I had to choose it be Jacob as it's been a family name since the 17th century.
I love both, but Jacob is my favorite boys name (between Jacob and James).
No to both. I think the -b ending is not attractive to me. But from the nicknames, I prefer Jake (Jacob).
Jacob
Caleb!
Caleb
I like Caleb better. I prefer its gentler sound.