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I'm glad we were able to help you narrow down your choices. Personally, I'm really digging James Ulysses since it seems to offer you most of what you're looking for. You get to use a classic that complements Leah, you get to use a cool nn, Jack, and you get to use Ulysses in the middle which you love. I'd say it's a win/win/win. When he's born, I feel you'll be able to take one look at him and decide if he looks more like a Jack or a Sam.

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Good luck and best wishes!