Does /etc/letsencrypt/accounts need to be the copied across hosts?

I’m creating certs across multiple hosts under the same account/e-mail (or rather, I’d like to).

Does /etc/letsencrypt/accounts/ need to be copied to each host, or can I let letsencrypt-auto generate a new key for each host?

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If you’d like to create all the certs under the same account, yes. You should copy /etc/letsencrypt/accounts to each host (securely, of course). You should also create a secure backup of the account keys there.