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1. Your thoughts on the name?
It depends

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2. Which gender is it best suited for?
I usually think of it as female but it's very unisex

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3. Which spelling?
Regan if you like King Lear and want to pronounce it "REE-gan" or "REH-gan", Reagan if you want to pronounce it "RAY-gan" and you don't mind if your baby grows up to ruin the economy and sabotage public health

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4. What combos can you think of in either gender?
Normally I'd aim for boyish names for something like this, but the King Lear association seems to allow more leeway for Regan-on-a-girl:
Regan Talitha
Regan Alastriona
Regan Cordelia
Regan Gabriela
Regan Wilhelmina
Regan Cecily
Regan Colleen
Regan Miranda
Regan Magdalena
Regan Zinnia

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Regan Marko
Regan Alexander
Regan Silvanus
Regan Cassander
Regan Malik
Regan Malachi
Regan Samwell
Regan Bashar
Regan Everett
Regan Matthias
Regan Tam