I was able to follow the instructions linked in the original post and jailbreak fine using Seas0nPass and now I'm trying to follow the SSH instructions. I'm logged in using WinSCP (v4.2.9) on Windows Vista and I'm connected via wired Ethernet from my PC through a router to my ATV2. Unfortunately I'm getting a timeout that is killing my session after the first command.
Initially WinSCP had its timeout period was set to 15 seconds. I've now set it as high as 120 seconds, but I'm still not having success. I've run "apt-get update && apt-get upgrade" a few times now, because the timeout killed my previous sessions, so I may have made things worse by doing that. WinSCP starts my session in the /private/var directory and that may be my problem also.
Unfortunately, I didn't save the initial log, but here is what I'm getting now:
[Shell] apt-get update && apt-get upgrade ; echo "WinSCP: this is end-of-file:$?"
[Shell] Hit
http://cydia.zodttd.com stable Release.gpg
[Shell] Hit
http://nitosoft.com Release.gpg
[Shell] Hit
http://nitosoft.com Release
[Shell] Hit
http://apt.awkwardtv.org stable Release.gpg
[Shell] Hit
http://apt.saurik.com tangelo-3.7 Release.gpg
[Shell] Hit
http://apt.modmyi.com stable Release.gpg
[Shell] Hit
http://apt.awkwardtv.org stable Release
[Shell] Ign
http://nitosoft.com Packages/DiffIndex
[Shell] Hit
http://apt.thebigboss.org stable Release.gpg
[Shell] Hit
http://apt.saurik.com tangelo-3.7 Release
[Shell] Hit
http://cydia.zodttd.com stable Release
[Shell] Hit
http://nitosoft.com Packages
[Shell] Hit
http://apt.awkwardtv.org stable/main Packages/DiffIndex
[Shell] Ign
http://apt.saurik.com tangelo-3.7/main Packages/DiffIndex
[Shell] Hit
http://cydia.zodttd.com stable/main Packages/DiffIndex
[Shell] Hit
http://apt.thebigboss.org stable Release
[Shell] Get:1
http://apt.modmyi.com stable Release [1328B]
[Shell] Hit
http://apt.saurik.com tangelo-3.7/main Packages
[Shell] Ign
http://mirrors.xbmc.org ./ Release.gpg
[Shell] Hit
http://apt.modmyi.com stable/main Packages/DiffIndex
[Shell] Hit
http://apt.thebigboss.org stable/main Packages/DiffIndex
[Shell] Ign
http://mirrors.xbmc.org ./ Release
[Shell] Ign
http://mirrors.xbmc.org ./ Packages/DiffIndex
[Shell] Hit
http://mirrors.xbmc.org ./ Packages
[Shell] Fetched 1328B in 3s (398B/s)
[Shell] Reading package lists...
[Shell] Reading package lists...
[Shell] Building dependency tree...
[Shell] Reading state information...
[Shell] The following packages have been kept back:
[Shell] cydia
[Shell] The following packages will be upgraded:
[Shell] berkeleydb com.nito.gs openssh sqlite3-lib uikittools unzip wget zip
[Shell] 8 upgraded, 0 newly installed, 0 to remove and 1 not upgraded.
[Shell] Need to get 1488kB of archives.
[Shell] After this operation, 389kB of additional disk space will be used.
It times out after this.
It is probably something silly on my part. Should I try a different client or is there another option I should have set beforehand? Should I make the timeout much larger? Does it matter what directory I'm in when I run these commands?