re: 'symbol lookup error' in /usr/lib/libssl, the on board one must be a bit too ancient.
Symbol detection isn't a feature of the extraction script sadly.
However: to Fix:
You could grab the specific "libssl" for wheezy, as outlined in the repos dependency tracker here:
http://packages.debian.org/wheezy/alpine
which is this one:
http://packages.debian.org/wheezy/libssl1.0.0
extract the relevant lib from
http://ftp.uk.debian.org/debian/pool...1e-2_armel.deb
and dump it in ./lib
the order of the LD_LIBRARY_PATHs will take care of the precedence cascade, overriding the local one.
That should sort it for alpine. And all other apps that die in that annoying way.