I ran into this exact same issue when I was trying to create a
rollback install with CRYPTO for a sort of appliance I develop/manage
for my company. We only have remote access with console and remote
hands aren't easy to get so when upgrading it'd be nice to have a
rollback in case something happens.

You can definitely boot a kernel off a different partition, but the
kernel still assumes the root disk is 'a'. You have to tell the kernel
to ask you for the root partition with "boot -a". Or you can compile
your own kernel with the root disk hardcoded as it mentions in this
post: http://www.undeadly.org/cgi?action=article&sid=20110530221728

But I've come to the same conclusion that most people would say on
this list that its just not a good idea. I definitely don't plan to
put that practice in production. But if its just a personal use
laptop, maybe it'll be OK, up to you.

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