If your concern is security you shouldn't use OpenSSL in the first place.
My pick would be OpenBSD or Gentoo with LibreSSL if it's security wise.
Stable is for servers great because bleeding edge might break once in awhile and for decent amount of uptime you want to keep it going without to worry about minor updates for packages.
Kind regards,
Y

On September 13, 2016 1:00:24 PM GMT+02:00, Ralph Seichter <tor-relays-ml@horus-it.de> wrote:
On 13.09.2016 12:34, Michael Armbruster wrote:

 You all did read my message that Debian can be converted to Arch Linux
 on DigitalOcean, right?

Duly noted (speaking for myself only, of course).

 That would leave you with bleeding edge software as you know it from
 Gentoo.

I checked https://www.torproject.org/docs/debian.html.en before settling
with Debian Jessie. Using the newest stable Tor was my major concern, as
Jessie comes with Tor 0.2.5.x, if I remember correctly. Getting packages
from deb.torproject.org solves this. Beyond that I am
mostly concerned
with things like OpenSSL, where "cutting edge" is an important issue. I
haven't used Debian for a long time, so I'll have to do some digging.

-Ralph

tor-relays mailing list
tor-relays@lists.torproject.org
https://lists.torproject.org/cgi-bin/mailman/listinfo/tor-relays

--
PGP : 29A4CE52