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I love Caleb I think it's a handsome name and known but not overused. No luck convincing DH on the loveliness of Caleb though :(

It screams religious nutjob at me, but those old testament names aren't as much used over here

It is overused but it's okay. A bit bland but a strong name too. I love Cal but I'm not so fond of the -eb part :( I think I prefer Calum.

Nope, classic & timeless in my opinion. My brother-in-law is named that and currently, he is the only Caleb I personally know.
My preferred spelling is the original (: Caleb over Kaleb or any other alternative spellings. (If any)