Another question ... is your ssh passphrase the same as your system
login passphrase?

If not, perhaps you might try re-wrapping your ~/.ecryptfs/wrapped-
passphrase with your ssh passphrase (instead of your system passphrase)?

See:
 $ ecryptfs-rewrap-passphrase ~/.ecryptfs/wrapped-passphrase

:-Dustin

-- 
Auto mount of encrypted home directory RANDOMLY stops to work
https://bugs.launchpad.net/bugs/364015
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Status in eCryptfs - Enterprise Cryptographic Filesystem: Incomplete
Status in “ecryptfs-utils” source package in Ubuntu: Incomplete

Bug description:
I had a problem with ssh public key auth and encrypted home directory in 
Jaunty. I fixed the issue by workaround provided by Dustin Kirkland:

https://bugs.launchpad.net/ubuntu/+source/openssh/+bug/362427

But after reboot auto mount of encrypted home directory has stopped to work. 
There is only one error string in auth.log:

Mount of private directory return code [256]

At the same time I am able to mount home directory manually through 
ecryptfs-mount-private command. But  /sbin/mount.ecryptfs_private shows me the 
following:

keyctl_search: Required key not available
Perhaps try the interactive 'ecryptfs-mount-private'

... looks like pam_ecryptfs is not able to read  ~/.ecryptfs/wrapped-passphrase

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