Problem after upgrade from Wheezy to Jessie

I am using Debian Wheezy on Pogo E2 and Dockstar. Recently I tried to upgrade from Wheezy to Jessie following instructions I found online. The upgrade is successful without error or warning message. After finishing dist-upgrade, everything seems to work fine until I reboot it. After I reboot, I could not ssh into it anymore. I tried to use other port instead of 22, I also tried to create user account instead of root, but always get the same error saying the port is not available. I can ping it, so it can connect to network. It seems that the openssh may not start after reboot. I checked this flash drive on other machine, it looks everything is fine. The /etc/ssh/sshd_config file, /etc/init.d/ssh file look very normal. I can ssh into it after dis-upgrade but before reboot. I am wondering if anyone has the similar experience and if there is any solution for this problem. Thanks a lot.

davidnewton,

From your question, I guess you don't have serial console connected. That would make it easier to troubleshoot this problem.

> I am using Debian Wheezy on Pogo E2 and Dockstar.
> Recently I tried to upgrade from Wheezy to Jessie

The default behvior in jessie is not permitting root login password.

> The /etc/ssh/sshd_config file, /etc/init.d/ssh
> file look very normal.

Perhaps you should post or pastebin your sshd_config.


Which rootfs are you using? have you tried to boot with Debian-4.4.0-kirkwood-tld-1-rootfs-bodhi.tar.bz2 rootfs?

Updated 20 Feb 2016: 

This Debian-4.4.0-kirkwood-tld-1-rootfs-bodhi.tar.bz2 is to keep in sync with kernel Linux-4.4.0-kirkwood-tld-1. 

Basic minimal Debian Kirkwood rootfs for most Kirwood plugs: 

- tarball size: 137M 
- install size: 398M 
- a basic jessie rootfs. 
- The init system used in this rootfs is sysvinit . To boot with systemd, see note 2 below. 
- Installed packages: nano, avahi, ntp, busybox-syslogd (log to RAM), htop, isc-dhcp-client, dialog, bzip2, nfs server/client, iperf, ethtool, sysvinit-core, sysvinit, and sysvinit-utils. 
- see LED controls in /etc/rc.local, and /etc/init.d/halt 
- see some useful aliases in /root/.profile 
- root password: root

-bodhi
===========================
Forum Wiki
bodhi's corner (buy bodhi a beer)

I am running into probmehs when not using the default sshd config while updating Debian Jessie to Stretch.
There were some unsupported options.
It doesn't matter allowing root to login or not.