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I don’t think it clashes, although it does blend together a bit. I don’t think it’s a big deal, but it really just depends if it will constantly bother you. I would still use [name_m]Caleb[/name_m].
A little. [name_m]How[/name_m] come you need two C names? That’s a lot of restriction. But if you love [name_m]Caleb[/name_m], I think it’s fine.
I would worry that the name would run together and sound like [name_f]Cayla[/name_f] [name_m]Banks[/name_m].
While it’s not terrible, it’s not ideal either. I would prefer a name that didn’t end in the same letter as the start of the surname.
I like it!
It doesn’t crash terribly, but it runs through a little bit. Other names with C:
[name_u]Cameron[/name_u]
[name_u]Camden[/name_u]
[name_m]Callum[/name_m]
[name_m]Cormac[/name_m]
[name_f]Hope[/name_f] it helps! 
I think it sounds great!