Yes I performed an i386 -> amd64 migration, of a Debian system, back in 2012: https://blog.steve.fi/today_i_migrated_from_32_bit_to_64_bit__in_place.html https

Yes I performed an i386 -> amd64 migration, of a Debian system, back in 2012: https://blog.steve.fi/today_i_migrated_from_32_bit_to_64_bit__in_place.html https://blog.steve.fi/today_i_migrated_from_32_bit_to_64_bit... It wasn't hugely difficult, but it required a bit of attention to details and I think some forced-replacements of packages.