Good to see my favorite distro moving forward! I only wish they could have managed to ship Perl 5.12 rather than 5.10.
I love debian too, but I don't understand why they're so far behind. OpenSSL in squeeze is v. 0.9.8o-4? http://packages.debian.org/squeeze/openssl C'mon, guys, the latest current OpenSSL is already at v. 1.2.2 This is why I'm switching to ubuntu.
Many people don't get Debian. This is a released aimed for servers and stable workstations. If you want or need bleeding edge stuff you can use Debian testing/unstable or Ubuntu as you suggested.