If I have OpenSSH 2.9p2 installed via fink, what will happen when I update to 10.1.3? Will this get replaced, or are they in different places and I'll end up with both?
fink's default is to place everything it installs into /sw, so as to avoid stepping on "normal" system files. Unless you changed this, you'll end up with both installed. Which one gets used when you type "ssh" depends upon your $PATH.