Ok bootstrapped to our oldest still available image which does not require a 
pin entry to lock phablet -> 282
Then upgraded to the newest available image 232 on manta. 

And tried the exact same steps again and it works now. 
But unity8 greeter only requests the pin after rebooting another time?

Still developer mode is not working - but this is a different bug.

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https://bugs.launchpad.net/bugs/1366814

Title:
  Configure lock pin or passphrase initially fails after upgrade to 229

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