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I'll give my general why to be because it looks best and/or most correct to me.

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Which is your favorite spelling of these names and why?

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HAY-lee - Hailey
KAY-lee - Ceilidh (in this case it's because I think it's a fun word)
CAR-lee - Carly
KATE-linn - Caitlin
KAY-linn - Kalen (for a boy, never met a female one so not sure how I'd spell it then)
AL-i-sen - Allison at the moment, but I like Alison a lot too
JAY-den - Jaden
KAY-den - Caden
HAY-den - Hayden
AY-den - Aodhan
KATH-rinn - Catherine or Katherine, depends on the day and what feel I'm going for
bree-ANN-a - Brianna
ZO-ee - Zoë
Mak-AY-la - Michaela
MAD-eh-linn - Madeline

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Which other spellings of these names do you find tolerable?

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HAY-lee - Haley, Hayley
KAY-lee - Kaylee
CAR-lee - Karly
KATE-linn - Kaitlin, Kaitlyn, Caitlyn, Katelyn
KAY-linn - Kaylynn I guess, because then it's just a combined name
AL-i-sen - Alyson, eh...
JAY-den - Jayden
KAY-den - Kaden
HAY-den - never seen anything but Hayden
AY-den - Aidan
KATH-rinn - Kathryn I suppose I can live with
bree-ANN-a - Breanna I guess
ZO-ee - Zoey
Mak-AY-la - NONE grrr
MAD-eh-linn - Madeleine, Madelyn

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If you met anyone with these names, how would you assume they were spelled?

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HAY-lee - Haley
KAY-lee - Kaylee
CAR-lee - Carly
KATE-linn - Caitlyn, I think that's the one I know the most of
KAY-linn - Kalen
AL-i-sen - Allison
JAY-den - Jaden
KAY-den - Kaden
HAY-den - Hayden
AY-den - Aidan
KATH-rinn - Katherine
bree-ANN-a - Brianna
ZO-ee - Zoe
Mak-AY-la - Makayla :(
MAD-eh-linn - Madeline

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Are there any spellings of these names you really hate? Or any endings, letter combinations you really hate and why?

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HAY-lee - Halley, yes, I've seen that used as a spelling for Haley... even though it is not pronounced the same or the same name!
KAY-lee - Kayleigh
CAR-lee - anything that ends with -i
KATE-linn
KAY-linn
AL-i-sen
JAY-den - if it ended with -yn
KAY-den - same
HAY-den - same
AY-den - Aiden irks me a bit, and Ayden especially. Never seen other spellings.
KATH-rinn
bree-ANN-a
ZO-ee - Zooey. That's not what that says.
Mak-AY-la - Makayla, Mikayla, etc.
MAD-eh-linn

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How many people with these names have you known? Approximate age? Siblings?

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HAY-lee - 1 Hailey in mid-20s, 1 Hailey almost 2
KAY-lee - 2 Kayleighs in early-mid 20s
CAR-lee - multiple Carlys in mid-20s
KATE-linn - lots in mid-20s, I'd say in order of frequency: Caitlyn, Kaitlyn, Caitlin, and one Kaitlyn who's 10
KAY-linn - 1 male Kalen, mid-20s, never even heard of it before on anyone else
AL-i-sen - several Allisons in mid-late 20s, 2 Alysons in mid-20s
JAY-den - 1 Jaden age 13
KAY-den - none
HAY-den - none
AY-den - 1 Aiden age 6
KATH-rinn - tons, mostly spelled Katherine, but also a few Catherines and 1 Kathryn in mid-late 20s. 1 Catherine in early 30s, 1 Katherine age 4. And some I'm sure I'm forgetting.
bree-ANN-a - 1 Brianna in late teens
ZO-ee - none
Mak-AY-la - none
MAD-eh-linn - 1 Madeline in early-20s, 1 Madeline in late-20s

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Do you like any of them? Would you use them?

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I would consider using Allison and Catherine or Katherine, and I also do like Caitlin, Michaela, and Madeline. And Briana, but pronounced like brie-AN-a.