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Yes to my sister's husband @BitcoinAbhi who's also my friend, if you consider him to be a kin.
My wife isn't at all interested, nor does she possess skill to learn the technology.
Yes, my brother knows everything about my stack, including the keys.
I haven't experimented with any fancy multisig setups or inheritance configurations yet. I'm still a noob in that regard.
I too. But I think it's not a big deal.